Home Vacation Condo Rentals By Owner In Siesta Key, FL

Showing 960 Of 1244 Vacation Rentals
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$276.72

/ Nightly
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Ground Floor Condo! Shared Pool and Beach Access- Siesta Beach House #102

Siesta Key, Florida, United States

Siesta Beach House #102 by Tropical Sands Accommodations brbrSiesta Beach House #102 by Tropical Sands Accommodations is a ground-level, one bedroom, one bath beach condo offering private beach access just a 2-minute walk away. Perfect for couples or small families, this budget friendly Siesta Key vacation rental delivers comfort, convenience, and island charm. Guests are also a short 4-minute walk to the Siesta Key Breeze Trolley and approximately 2 miles from Siesta Key Village, known for its dining, shopping, and live entertainment. With easy beach access, community amenities, and a relaxed coastal atmosphere, this condo is ideal for a simple and stress-free island escape. brbrHighlights br• 2-minute walk to Siesta Key Beach br• 1 Bedroom / 1 Bathroom br• 1 Queen bed, 1 Twin bed br• Private beach access br• Community pool br• Community shuffleboard courts br• Shared BBQ grills br• Beach chairs provided br• 1 Parking space br• 4-minute walk to trolley stop br• 7-night minimum stay brbrGuests at Siesta Beach House enjoy private beach access, making it easy to spend full days at Siesta Key Beach. The community pool provides a refreshing option after beach time, while shuffleboard courts and shared BBQ grills add to the laid back, social island atmosphere. Beach chairs are provided for added convenience, making beach days effortless and enjoyable. brbrInside, the condo features a clean, comfortable living area with cozy seating and a TV, perfect for relaxing after a day in the sun. The fully equipped kitchen includes essential appliances, cookware, and dishware, making it easy to prepare simple meals or snacks. A small dining table offers seating for casual meals or planning the next day’s adventures. brbrThe bedroom offers a Queen bed and a Twin bed, making it ideal for a small family or couples traveling with a child. The space is thoughtfully arranged for comfort and relaxation and includes a TV. The bathroom is conveniently located off the hall and features a walk-in shower, vanity, and fresh coastal styling. brbrRoom Details br• Primary Bedroom: 1 Queen bed, 1 Twin bed, TV br• Bathroom: Hall access, walk-in shower brbrGuests enjoy access to WiFi, community pool, shuffleboard courts, BBQ grills, and 1 assigned parking. The nearby Siesta Key Breeze Trolley offers free transportation around the island, making it easy to explore Siesta Key Village and surrounding attractions without a car. brbrWith private beach access, community amenities, and a convenient location near Siesta Key Beach and Village, Siesta Beach House #102 by Tropical Sands Accommodations is a comfortable and affordable choice for your next island getaway. Book today and enjoy a relaxed Siesta Key vacation filled with sun, sand, and unforgettable memories! br br- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 1

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Bath 1

Bath

Sleep 3

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Exceptional(13)

$344.27

/ Nightly
Condo

Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach

Siesta Key, Florida, United States

Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you would expect just as in your home. After spending a day relaxing at the world famous Siesta Key Beach with quartz-crystal sand as white and soft as powdered sugar, come back home and enjoy the evening relaxing on one of our 3 lanai’s as the boats sail by. brbrAs travelers ourselves, we take considerable notice on the cleanliness of any place we stay. For this reason, we take pride and make every effort to assure our guests that they will be very impressed with the cleaning, sanitizing and disinfecting of our townhome. In addition to the cleaning, we have furnished our unit with very high quality furnishings that you are sure to appreciate. brbrAt Bay Oaks, you can enjoy the beautiful pool beyond the courtyard or just relax and enjoy the intercostal view on one of the many benches as boats sail by at the back of the property. If you enjoy tennis, please don't forget to pack your rackets as you can access the courts at the entrance to Bay Oaks. There are also BBQ grills by the bay for your enjoyment.brbr- The main “public access” parking lot is a very short 1-2-minute drive from our unit. You can either take a “free” taxi or the Trolly Service directly from the front of our complex or use your own vehicle. You would simply make a right upon exiting the parking lot at bay Oaks and head north for about 1/3 mile or two traffic lights and the main entrance is on your left side.brbrBeach Access: brbrWalking option- the closest walking access to our unit is “Beach Access 12” which is located 0.7 miles south on Midnight Pass Rd.. It is approximately an 8-10 min walk. brbrIf you prefer not to walk, the trolly and taxi service is free on the Island. The trolly runs very often (usually every 10 min.) and stops right next to our complex entrance. brbrThe main public beach (Siesta Key Beach) is approximately 1/2 mile (2 traffic lights) heading north on Midnight Pass Rd.brbr
Bed 2

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Bath 1

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Sleep 6

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$255.74

/ Nightly
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Modern Condo! Beach Access, Shared Pools, and Activities! Gulf and Bay Club D409

Siesta Key, Florida, United States

Gulf and Bay D409 by Tropical Sands Accommodations brHome in Sarasota, Fl 34242brbrWelcome to Gulf and Bay D409! This two-bedroom and two-bathroom condo has modern furnishings and picture-perfect views from the enclosed lanai overlooking the fountain, pond, and Gulf of Mexico.brbrHighlightsbr• Private Beach Access br• Multiple shared poolsbr• Tennis, pickleball, Racquetball, basketball, and shuffleboard courtsbr• Fitness Centerbr• Community electric vehicle chargers availablebrbrThe kitchen has stainless steel appliances and is equipped with pots, pans, utensils, and a modern dining room table. The living room has stunning furnishings with a comfy seating area and TV. The primary bedroom has balcony access, a King bed, and an ensuite bathroom with a walk-in shower. The second bedroom offers two Queen beds and easy access to the hallway bathroom with a walk-in shower. A private washer and dryer are available for guest use, and the sofa in the living room can convert into a Queen sleeper sofa, creating extra accommodation. Pack your bags and flip-flops for an unforgettable vacation at Gulf and Bay D409!brbrGulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. This complex features three heated pools, saunas, a hot tub, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(73)

$314.48

/ Nightly
Condo

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

Siesta Key, Florida, United States

Always rated amongst the top 5 beaches (even #1 many years in a row) in the country and sometimes in the world. We invite you to stay in our spacious newly remodeled and renovated 2 bed/2.5 bath townhouse condo located on Midnight Pass Rd. directly across the street from the beautiful (#1 rated beach in the USA) Siesta Key Beach!! Our beautiful condo boasts all the conveniences of your own home. A welcome respite awaits you with our freshly renovated kitchen, updated baths, very high quality furnishings, 70 led TV in living room, 46 led tv's in each bedrooms with free wifi and multiple movie channels, 3 furnished patios and luxury linens for all beds. Our condo is a very large unit at nearly 1400 square feet. Bedroom 1 has a king size bed, bedroom 2 has 2 single beds and living room has a queen size pull out sofa. brbrThe Bay Oaks resort is set amidst lush, tropical foliage on the Intracoastal Waterway, directly across from the Gulf of Mexico and world-famous Crescent/Siesta Beach with its soft, cool, sugar-white sand. Siesta Beach recently earned the title as the #1 Best Beach in America for 2011. Enjoy shelling, jogging, windsurfing, beach volleyball, or just sunning on this beautiful beach. The main entrance being a short 1 min away by car (1 mile). brbr Convenience stores and several great dining establishments are only a short stroll to the hidden treasure of Siesta Key Village. You can also hitch a free ride (tips appreciated) to Siesta Key Village where a wide range of shopping and dining fun awaits. Or, hop in your car and explore the local attractions of Sarasota and St. Armand's Circle. By car, many excellent local golf courses await those who like to hit the links. brbrPublic beach access is a short 1/4 mile away with plenty of parking and shops and multiple beach access points are all along Midnight Pass Road. Beach Access: brbr- The main “public access” parking lot is a very short 1-2-minute drive from our unit. You can either take a “free” taxi or the Trolly Service directly from the front of our complex or use your own vehicle. You would simply make a right upon exiting the parking lot at bay Oaks and head north for about 1/3 mile or two traffic lights and the main entrance is on your left side.brbrBeach Access: brbrWalking option- the closest walking access to our unit is “Beach Access 12” which is located 0.7 miles south on Midnight Pass Rd.. It is approximately an 8-10 min walk. brbrIf you prefer not to walk, the trolly and taxi service is free on the Island. The trolly runs very often (usually every 10 min.) and stops right next to our complex entrance. brbrThe main public beach (Siesta Key Beach) is approximately 1/2 mile (2 traffic lights) heading north on Midnight Pass Rd.brbrbrbrSerenity abounds in calm, aqua waters and miles of the most exquisite quartz crystal sand. Charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, para-sailing, and bike rentals are all available across the street. For the convenience of our guests, we provide all the items needed for the beach including a beach cart, umbrella, chairs, beach toys, and towels. When you stay at condo, all you need is a swim suit and flip-flops and you are ready for a Siesta Key beach vacation.brbrSiesta Key is truly a little slice of heaven for everyone in the family from grandparents to young children. Whether you are staying for months to escape the northern winters or taking a short getaway to relax and rejuvenate. Come and chill with us in Siesta Key!
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(7)

$270.04

/ Nightly
Condo

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOne of the closest rentals to the beach in Siesta Key Dream’s portfolio features a bright, airy 1 bedroom space on the first floor of the building. You’ll experience an open floor plan connecting a welcoming living room and kitchen with an island, stove, fridge, & microwave. In a separate room, you’ll see your comfortable king bed and a private bathroom. Siesta Key Dreams is happy to provide free, high-speed internet & WIFI, an HD Television equipped with live sports & extension channel options via free streaming services, and electric appliances so you will not miss a beat.brbrOutside on the first floor, you’ll have a shared outdoor space with lounge chairs that is perfect to relax in the shade and enjoy a festive BBQ. This area is fenced and covered with greenery, providing full coverage and privacy from neighbors. This outdoor space is perfect for relaxing or gatherings with friends and family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beach access point is a mere 100 steps away from this property. Easily slip on your sandals and take a 2-minute stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrellas, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employeesbrbrLooking for a larger space Siesta Key Dreams offers 2-bedroom, and 3-bedroom listings at the same location.brbrCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.brAdditional Details: See Vacation Rental Agreement for all details
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Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(3)

$265.53

/ Nightly
Condo

Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOn the ground floor of a three-story townhouse style location, this condo is Siesta Key Dream’s closest unit to the Village. It includes a bright, welcoming 1-bedroom unit with a full bathroom, kitchen, & living room. A king bed is in the bedroom, and in the living room a pull-out couch turns into a queen mattress. This location provides free, high-speed internet & WiFi, an HD Television equipped with live sports & extension channel options via free DirecTV Stream, and electric appliances (fridge, oven, dishwasher, Keurig-pods, washer/dryer) so you will not miss a beat.brbrOutside, you’ll find a shared, heated pool and outdoor space that is perfect to bask in the Florida sun and enjoy a quiet pool day or festive BBQ! The 18 x 26 ft pool is surrounded by an array of palm trees and tropical plants, providing full coverage and privacy from neighbors. On the pool deck, you’ll find multiple chaise lounge chairs, large umbrellas for shade, dining tables, and a BBQ for use. This outdoor space is perfect for relaxing or a night in with family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is a mere ten steps across the street from you – it is so close, you can often hear live music playing. From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beaches of Siesta Keys less than a 5-minute walk from this property. Easily slip on your sandals and take a brief stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams offers a 3 bedroom and or combine the units for 4 or 8-bedrooms! Contact us to learn more.brbrCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Allowed for additional charges, guests are required to notify Siesta Key Dreams of pet during the booking process. Pets are not allowed in shared spaces (Ie: shared pools, bbq areas, patios). Other pets, besides dogs require approval by Siesta Key DreamsbrAdditional Details: See Vacation Rental Agreement for all details
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(12)

$502.86

/ Nightly
Condo

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOffering some of the best views of Siesta Key Dream’s portfolio and PRIVATE beach access with a gated key, this location features a crisp and airy 3 bed, 2 bath layout. This rental is perfect for family and friend gatherings and can accommodate up to 10 guests (8 adults and 2 children) with a total of 7 beds. This large, spacious floor plan connects a welcoming living room, a dining room that can accommodate well more than 8, and a full kitchen. Next to your living room, you’ll find a private, enclosed balcony with partial ocean views, comfortable seating that is perfect for shaded, outdoor entertainment. The deck is accessible through one the main bedroom as well, which shares similar partial ocean views. The third bedroom has three twin size mattresses, that include a third mattress that pulls out from the bottom, perfect for families with children! In addition there are two twin-sized roll-away-beds for the common area. Siesta Key Dreams is happy to provide free, high-speed internet & Wi-Fi, HD Televisions equipped with live sports & extension channel options via free streaming services, and electric appliances so you will not miss a beat.brbrOutside on the top floor, you’ll have a shared rooftop sun deck and outdoor space that provides partial ocean and beach views. Siesta Keys Dreams provides lounge chairs and tables, perfect for tanning and hanging out in the Florida sun. brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, you will be given PRIVATE-access to the beach with a gated key, which provides you with a direct path to the beach access point within a mere 20 steps. Easily slip on your sandals and take a stroll on the private beach entrance point to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with TWO private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request!brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams can rent the entire building which includes the other condo in the building.brCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.brAdditional Details: See Vacation Rental Agreement for all details
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(18)

$508.45

/ Nightly
Condo

Penthouse with Sundeck, Private Access to Beach & 500ft to the Village

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrThe Siesta Key Dream’s flagship vacation rental features PRIVATE access to the beach via a gated private path, a lush and modern 3 bed, 2 bath layout, and a rooftop sundeck! brbrThis rental is perfect for family and friend gatherings and can accommodate up to 10 guests(8 adults and 2 children). This large, spacious floor plan connects a welcoming living room, a dining room that seats 8, and a modernized kitchen featuring stainless steel appliances. In your living room, you’ll find a private, enclosed balcony with comfortable seating that is perfect for shaded, outdoor entertainment and includes partial ocean views. Your Main Bedroom has partial ocean views, contains a luxurious king size bed and has direct access to the enclosed balcony. The second bedroom has a king bed and looks out towards Beach Blvd. In the third bedroom, you’ll find a bunkbed that has three-twin size mattresses(one pulls out from under the frame) and a queen sized futon, perfect for families with children! We also have a roll-away-twin-sized mattress/bed for the common area.brbrOutside on the roof-top, you’ll have a shared (with one other unit) sundeck and outdoor space that provides partial ocean and beach views – the best in Siesta Key Dream’s portfolio. Siesta Keys Dreams provides lounge chairs and tables, perfect for tanning and hanging out in the Florida sun. Our guests receive a beach-load-out, which includes beach towels, umbrella, chairs, blanket, cooler and a cart. If you’re looking to soak up the sun and clear waters, pack-up the cart, walk 20-steps, use the PRIVATE access point (key provided) and you are now in the 99% white quartz sand. brbrWant to get out of the sun, the enclosed balcony is a great choice or head downstairs to the front of the building, and hang-out on the front patio, fully shaded and great for people watching on Beach Road.brbrSiesta Key Dreams is happy to provide free, high-speed internet & Wi-Fi, HD Televisions equipped with live sports & extension channel options via free streaming services, and electric appliances so you will not miss a beat.brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with TWO private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams can rent you the entire building which adds the second 3-bedroom condo.
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(4)

$258.71

/ Nightly
Condo

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOne of the closest rentals to the beach in Siesta Key Dream’s portfolio features a bright, airy 1 bedroom space on the first floor of the building. You’ll experience an open floor plan connecting a welcoming living room and kitchen with an island, stove, fridge, & microwave. In a separate room, you’ll see your comfortable king bed and a private bathroom. Siesta Key Dreams is happy to provide free, high-speed internet & WIFI, an HD Television equipped with live sports & extension channel options via free DirecTV Stream, and electric appliances so you will not miss a beat.brbrOutside on the first floor, you’ll have a private outdoor space with lounge chairs that is perfect to relax in the shade and enjoy a festive BBQ. This area is fenced and covered with greenery, providing full coverage and privacy from neighbors. This outdoor space is perfect for relaxing or gatherings with friends and family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beach access point is a mere 100 steps away from this property. Easily slip on your sandals and take a 2-minute stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams offers 2-bedroom, and 3-bedroom listings at the same location.brbrCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Allowed for additional charges, guests are required to notify Siesta Key Dreams of pet during the booking process. Pets are not allowed in shared spaces (Ie: shared pools, bbq areas, patios). Other pets, besides dogs require approval by Siesta Key DreamsbrAdditional Details: See Vacation Rental Agreement for all details
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(7)

$247.46

/ Nightly
Condo

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOne of the closest rentals to the beach in Siesta Key Dream’s portfolio features a bright, airy studio space on the third floor of the building. Your comfortable, queen sized bed overlooks a private porch surrounded by palms, perfect for your morning coffee. You’ll experience an open floor plan connecting a welcoming living room, bed, and kitchen with an island, stove, fridge, & microwave. Siesta Key Dreams is happy to provide free, high-speed internet & WiFi, an HD Television equipped with live sports & extension channel options via DirecTV Stream, and electric appliances so you will not miss a beat.brbrOutside on the first floor, you’ll see a shared outdoor space & deck with lounge chairs that is perfect to relax in the shade and enjoy a festive BBQ. This area is fenced and covered with greenery, providing full coverage and privacy from neighbors. This outdoor space is perfect for relaxing or gatherings with friends and family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away, down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beach access point #7 is a mere 100 steps away from this property. Easily slip on your sandals and take a 2-minute stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult to locate, which is why this rental comes with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services and experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes(additional charge.)brbrWhen available, guests can request flexible booking with early check-in or late check-out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive an electronic Rental Agreement that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams offers 2-bedroom, and 3-bedroom listings at the same location.brbrCheck Out: 10AMbrCheck In: 3PMbrQuiet Hours: 10PM - 7AMbrNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.brParking: One vehicle (max)brAdditional Details: See Vacation Rental Agreement for all details
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

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Exceptional(16)

$261.04

/ Nightly
Condo

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOne of the closest rentals to the beach in Siesta Key Dream’s portfolio features a bright, airy 1 bedroom space on the first floor of the building. You’ll experience an open floor plan connecting a welcoming living room and kitchen with an island, stove, fridge, & microwave. In a separate room, you’ll see your comfortable king bed and a private bathroom. Siesta Key Dreams is happy to provide free, high-speed internet & WIFI, an HD Television equipped with live sports & extension channel options via free streaming services, and electric appliances so you will not miss a beat.brbrOutside on the first floor, you’ll have a private outdoor space & deck with lounge chairs that is perfect to relax in the shade and enjoy a festive BBQ. This area is fenced and covered with greenery, providing full coverage and privacy from neighbors. This outdoor space is perfect for relaxing or gatherings with friends and family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beach access point is a mere 100 steps away from this property. Easily slip on your sandals and take a 2-minute stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental come with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request!brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams offers 2-bedroom, and 3-bedroom listings at the same location.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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$270.07

/ Nightly
Condo

Updated condo! Beach Access and Community Amenities - Gulf and Bay Club - C101

Siesta Key, Florida, United States

Gulf and Bay C101 by Tropical Sands Accommodations brCondo in Siesta Key Fl 34242 brbrWelcome to Gulf and Bay C101! This stunning, ground-level end unit condo features two bedrooms and two bathrooms, with an open living area that is naturally lit by large windows and includes a modern seating arrangement. It is part of a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. br brHighlights br• Private Beach Access br• Multiple shared pools br• Tennis, pickleball, Racquetball, basketball, and shuffleboard courts br• Fitness Center br• Community electric vehicle chargers available brbrRecently updated with custom cabinets and sparkling countertops, the kitchen is packed with essentials and is accompanied by a dining room table set for six. The primary bedroom has luxurious bedding and a beautiful ensuite bathroom complete with a double vanity and walk-in shower. The second bedroom features two full beds and a calming blue color scheme. An additional bathroom with a walk-in shower is available, and there's also a washer and dryer in the unit. Don't forget to check out the Florida room! It's a peaceful retreat with a queen sleeper sofa, sliding door, and curtains, ideal for relaxing or accommodating visitors.brbrThis complex features three heated pools, saunas, a hot tub, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes. brbr- brNo pets are allowed in this home. brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(3)

$327.99

/ Nightly
Condo

Fully renovated Villa on Siesta Key, Heated Pool, Walk to Siesta and Crescent Beaches!

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Moonmist Circle-Steps to Heated Pool! brbr brbrEscape to this updated villa in peaceful Polynesian Gardens, just a 12-minute walk from Crescent Beach on Siesta Key. Enjoy Gulf sunsets, mornings fishing off the private pier, and a large outdoor patio with BBQ and dining area. With plenty of parking and a heated community pool just steps away, it’s the perfect beach getaway. brbr brbrLOCATION HIGHLIGHTS: brbr- Peaceful Polynesian Gardens neighborhood brbr- 12-minute walk to Crescent Beach brbr- Steps from heated community pool brbr- Short drive to Sarasota attractions, shopping, and dining brbr- Private community fishing pier brbr brbrPROPERTY FEATURES: brbr- 2 bedrooms, 2 bathroom villa (1120 sq ft) brbr- Private washer & dryer brbr- Ample parking: carport plus additional pad space brbr- Dedicated WIFI and cable brbr- Exterior security cameras (no cameras inside) brbr- Central AC with ceiling fans brbr brbrLIVING ROOM: brbr- Spacious living area, 65 Smart TV brbr- Sunroom with views of lush landscaping brbr brbrKITCHEN AND DINING: brbr- Fully equipped kitchen with stainless appliances brbr- Dining table seats 4 brbr- Dining area on large outdoor patio brbr- BBQ available for outdoor meals brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom; queen bed, access to lanai, ensuite bathroom brbr- Master ensuite bathroom: vanity with walk-in shower, glass doors brbr- Guest bedroom with twin beds brbr- Guest bathroom: tub/shower combo, spacious vanity brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, beach umbrella, and beach towels brbr brbrIMPORTANT INFO: brbr- No smoking or vaping brbr- No pets allowed brbr brbrLOCK IN YOUR BEACH GETAWAY NOWbrbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrThis property does not allow Emotional Support Animals in addition to their no pet policy.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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Exceptional(10)

$273.49

/ Nightly
Condo

Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr

Siesta Key, Florida, United States

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.brbrOn the ground floor of a three-story townhouse style location, this condo is Siesta Key Dream’s closest unit to the Village. It includes a bright, welcoming 1-bedroom unit with a full bathroom, kitchen, & living room. A king bed is in the bedroom, and in the living room a pull-out couch turns into a queen mattress. This location provides free, high-speed internet & WiFi, an HD Television equipped with live sports & extension channel options via free DirecTV Stream, and electric appliances (fridge, oven, dishwasher, Keurig-pods, washer/dryer) so you will not miss a beat.brbrOutside, you’ll find a shared, heated pool and outdoor space that is perfect to bask in the Florida sun and enjoy a quiet pool day or festive BBQ! The 18 x 26 ft pool is surrounded by an array of palm trees and tropical plants, providing full coverage and privacy from neighbors. On the pool deck, you’ll find multiple chaise lounge chairs, large umbrellas for shade, dining tables, and a BBQ for use. This outdoor space is perfect for relaxing or a night in with family!brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is a mere ten steps across the street from you – it is so close, you can often hear live music playing. From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. brbrIf you’re looking to soak up the sun and clear waters, the beaches of Siesta Keys less than a 5-minute walk from this property. Easily slip on your sandals and take a brief stroll to experience the brilliant 99% white quartz sand. brbrIn addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrWe recognize that parking can be difficult at times to locate, which is why this rental comes with ONE private, reserved space at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! brbrShortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrWhen available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. brbrGuests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.brbrLooking for a larger space Siesta Key Dreams offers a 3 bedroom and or combine the units for 4 or 8-bedrooms! Contact us to learn more.brbrCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Allowed for additional charges, guests are required to notify Siesta Key Dreams of pet during the booking process. Pets are not allowed in shared spaces (Ie: shared pools, bbq areas, patios). Other pets, besides dogs require approval by Siesta Key DreamsbrAdditional Details: See Vacation Rental Agreement for all details
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(46)

$423.42

/ Nightly
Condo

Siesta Key Beach Front Condo! Breathtaking view!

Siesta Key, Florida, United States

brThis beautiful 2 bedroom, 2 full bath condo sleeps 6 and is located directly on one of the TOP 10 BEACHES IN THE WORLD! brbrSiesta Key has been a family favorite place for many years and once you stay here you will want to come back! Crescent Arms is a gated community, and this unit is literally steps to the sugary white sand. It is in a great location with a short walk to restaurants, a marina, an ice cream shop, grocery store, a liquor store and bars, live music, shops, and more! Another great adventure won’t cost you a thing! This unit is a short walk to the point of rocks where you can find beautiful shells and sea treasures. brbrYou will be very comfortable in every room with all updated beds, living and dining area furniture & comfortable new lanai furniture. The master bedroom has a king size bed, flat screen tv, and plenty of storage. The second bedroom offers 2 full size beds, flat screen tv and great storage as well. The brand-new kitchen offers a refrigerator/freezer with ice maker, stove, oven, dishwasher, and microwave. There are two all updated full baths, one with a tub/shower and one with a walk-in shower. The living and dining areas are very open with beautiful views of the beach and the screened lanai is the perfect place for relaxing any time of day! brbrMake wonderful memories and book your next vacation with us!! Let us know if we can answer any questions for you. Thank You!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$378.5

/ Nightly
Condo

Front-Row Gulf Views & Coastal Comfort

Siesta Key, Florida, United States

Enjoy breathtaking Gulf sunsets and the soothing sounds of the surf from your second-floor beachfront condo—just one easy flight of stairs or a convenient elevator ride away. Unit A205 offers the perfect setting to take in the beauty of the sea and sky from sunrise to sunset.brbrOn the Gulf side, a spacious lanai provides unobstructed 180-degree views. Watch dolphins and manatees glide by while boats pass along the horizon. On the inland side, enjoy views of Blind Pass Lagoon and your private boat dock, with direct access to the bird sanctuary, Little Sarasota Bay, and the Gulf.brbrA205 is designed for relaxed coastal living—light-filled, airy, and comfortably appointed. Recent updates include a new king bed in the master bedroom and two Twin beds in the second bedroom, There is ceramic tile flooring in both bedrooms, a lanai dining set for four, and a large flat-screen TV in the living room, perfectly positioned for easy viewing from the lanai.brbrPerfectly situated between the Gulf and Blind Pass Lagoon, you can enjoy sunbathing, fishing, kayaking, or paddleboarding right outside your door. Located on the quieter south end of Siesta Key, this area is known for some of the island’s best shelling and peaceful, uncrowded beaches. The Gulf shoreline is just steps—approximately 150 feet—from your lanai.brbrTake a leisurely walk south along more than a mile of undeveloped beachfront, or continue for miles of natural beauty all the way toward Casey Key.brbrBring your boat or rent one locally—complimentary boat docks are available on-site. (Please note: boat trailers must be stored off property; the office can provide local storage options.)brbrCommunity amenities include:brbrHeated poolbrClubhouse with librarybrShuffleboard courtbrBoat slips and kayak launchbrAssigned parkingbrCable TV and high-speed Wi-FibrFully equipped kitchenbrbrPlease note: No pets allowed.brbrThe on-site office staff is available to assist during your stay, ensuring a smooth and enjoyable experience.brbrYou’ll find several excellent restaurants within walking distance, or take a short drive (about 2.5 miles) to Crescent Beach for groceries, dining, and shopping. Siesta Key Village is approximately 7 miles north, offering vibrant nightlife, boutiques, and waterfront dining.brbrFisherman’s Cove is located adjacent to Turtle Beach Park, featuring picnic areas, grills, and a public boat ramp. Access to the property is through this quiet, scenic area, creating a peaceful, tucked-away feel far from the island’s busier areas.brbrWhile you're here, don’t miss Siesta Key Public Beach, famous for its powdery white sand made of 99% pure quartz—cool to the touch and unlike any other beach in the world.brbrSarasota, known as Florida’s Cultural Coast, offers a rich variety of attractions including live theater, art galleries, and renowned destinations such as The Ringling Museum, Ca’ d’Zan Mansion, and Marie Selby Botanical Gardens.brbrSleeping Arrangements - Comfortable sleeping options make this unit ideal for families or groups.brPrimary Bedroom: King bed, private en-suite bathbrGuest Bedroom: One Queen and One TwinbrLiving Room; Sleeper Sofa
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