Home Vacation Home Rentals By Owner In Siesta Key, FL

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Exceptional(29)

$597.28

/ Nightly
Private Vacation Home

Siesta Key Private Lakefront Oasis. Beautiful 3 Bdrm Home with Heated Pool.

Siesta Key, Florida, United States

Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! After a dip in the very private heated pool, enjoy your coffee on the sunny terrace, watch the ducks paddling in our lake - or sip your wine in the evening in our beautifully decorated front room with several walls open to lit palms outdoors. Amazing ambiance! Very spacious, beautiful bedrooms, and a twelve minute walk or five minute bike ride to the village shops and beach. As the proud new owners, we fell in love with the charm and character of this property. Huge, moveable glass walls, an interior brick wall, the extra large bedrooms, the imposing white columns bordering the large, deep pool, and the natural lakefront on this secluded enclave makes this a vacation property to remember! We enjoy the home when we can, and leave it ready for new guests who are welcome to use it when we can't. Fine linens and towels, new beds, and beautiful furnishings would please the most discerning guest. 60 inch flat screen tv, with tvs in two other bedrooms. Complimentary internet and the use of several bikes, baby chariot trailer, beach chairs and equipment! Split design allows for privacy for you and your quests/children. Walk or ride bikes to the shops, restaurants and famous white sands of the #1 ranked beach in America. If you are interested, please contact me and I would be pleased to answer your questions- I promise you won't be disappointed!
Bed 3

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Bath 2

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Sleep 8

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Exceptional(1)

$2157.13

/ Nightly
Private Vacation Home

Siesta Key Village, Heated Pool, Beach Access 4 min Walk, 8bdr

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.brbrThis listing by Siesta Key Dream, is our closest to the Siesta Key Village and it combines all four units within this unique fourplex. This Mediterranean style building includes two one-bedroom condos and two 3-bedroom townhouses. By combining all four units, guests will have 8 spacious bedrooms which can accommodate up to 28 guests.brbrThe ground level is where the two one-bedroom condos are located, each having a bedroom with an king bed, a living room with a queen sofa bed, dining area, and a kitchen.brbrOn the second floor, you’ll find the two three-bedroom townhouses which provide and additional six bedrooms, four full-bathrooms, and two half-bathrooms. The two main-bedrooms contain sliding-door balconies that overlook Siesta Key Village. This location provides free WiFi internet, multiple HDTVs equipped with live sports & extension channel options via DirecTV Stream, and electric appliances (fridges, ovens, dishwashers, Keurig-pods, washers/dryers) so you will not miss a beat.brbrWith this vacation rental, you gain access to a fully PRIVATE, heated pool and an 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 lounge chairs, large umbrellas for shade, dining tables, and two grills. 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 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. If you’re looking to soak up the sun and clear waters, the beach access point is 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. Across the street from your condo, the Siesta Key Village, offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. brbrParking on Siesta Key is a challenge, which is why our rentals come with SIX reserved spaces at no additional cost to you. Additionally, we offer golf cart rental; a fun way 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, it 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.brbrYour reservation includes: bathroom toiletries (shampoo, body wash, 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, beach blankets, coolers!brbrTraveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors! 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 for rent and mid-stay services such as cleanings, and linen changes for an 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 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. All of this allows us to provide a safe location for our guests, neighbors, and employees.brCheck Out: 10AMbrCheck In: 3PMbrQuiet Hours: 11PM - 7AM brNo smokingbrParking: 6 spaces (6 vehicle max)brLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Allowed for additional fee per petbrAdditional Details: See Vacation Rental Agreement for all details
Bed 8

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Bath 7

Bath

Sleep 28

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$1778.57

/ Nightly
Private Vacation Home

Exclusive complex - Private Heated Pool - 100 Steps to Beach - Village 5 minute walk

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 backyard experiences of Siesta Key Dream’s portfolio, this location contains 3 units, totaling 5 bedrooms and 4.5 bathrooms. This rental is perfect for family and friend gatherings and can accommodate up to 18 guests. Two units feature 1 bedroom spaces complete with a living room, kitchen and associated appliances, king sized beds, queen size pull-out sofa-beds and separate bathroom. The last unit contains 3 bedrooms and 2.5 bathrooms, holding a large, spacious floor plan that connects a living room, a dining room that seats 8, and a modernized kitchen featuring stainless steel appliances. Next to this living room, you’ll find a private, enclosed lanai with comfortable seating that is perfect for shaded, outdoor entertainment. In the third bedroom you’ll find a bunk+trundle bed and a twin bed, totaling 4 mattresses, perfect for families with children! To accommodate larger groups, the sofa turns into a queen bed and there is an additional queen air mattress on site. 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.brbrBeyond the enclosed deck, you’ll see a PRIVATE heated pool and outdoor space that is perfect to bask in the Florida sun and enjoy a quiet pool day or festive BBQ! Next to the pool, you’ll see a rare cabana fitted with fans and comfortable seating to relax in between swims. On the pool deck, there are numerous lounge chairs, large umbrellas for shade, dining table, and a grill. 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! 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 SIX 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, umbrellas, blankets, coolers and carts 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.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 5

Bed

Bath 4

Bath

Sleep 18

Sleeps

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$1001.99

/ Nightly
Private Vacation Home

Beach House *Pool*Spa*Walk to Beach and SK Village

Siesta Key, Florida, United States

Luxury Beach House in Prime location in Siesta Key Village. Steps to Beach/Bars/Shops/Restaurants. Canal location. All the Toys - Kayaks, Paddleboard. Heated / Covered Outdoor Patio / Kitchen w/BBQbrbrWaterfront Siesta Key Retreat in the heart of the Village! Location AND Water Views!brbrOverview:brWelcome to your perfect Siesta Key getaway! This beautifully appointed home in the Village of Siesta Key offers a blend of comfort and adventure in the heart of sunny Sarasota. Ideal for families or groups seeking a relaxing escape with easy access to Siesta Key’s stunning beaches, vibrant downtown, and outdoor activities.brbrProperty Detailsbr• Location: Siesta Key Villagebr• Accommodates: 8br• Bedrooms: 4br• Bathrooms: 2br• Type: Single-family homebrbrAmenitiesbr• Outdoor Gear: Explore the area with ease using our provided (3) bicycles, (1) paddleboard, and (2) kayaks—perfect for adventures on land or water!br• Additional Features: Wi-Fi, Sonos Surround Whole House sound, fully equipped kitchen, private pool, BBQ grill, Electric Pergolux, Hot Tub.br• Proximity: IN the Village with Bars/Restaurants/Shopping. Just a 5 minutes walk from Siesta Key Beach, near cultural attractions like the Ringling Museum.brbr⭐ Preferred Vendor ProgrambrOptional rentals and experiences at preferred rates, including:br• Golf carts, E-bikes, mopeds, and mini carsbr• Kayaks, paddleboards, umbrellas, and beach equipmentbr• Fishing charters, sunset cruises, eco-tours, and adventure experiencesbrAvailability is limited; advance reservations are recommended so please inquire if interested.brbrbrDescriptionbrNestled in The Village, this waterfront home is your gateway to an unforgettable Siesta Key vacation. Simplicity ensured with a 1 minute walk to shopping/bars/restaurants and all things that make Siesta Key great! Whether you’re paddling through tranquil waters, biking along scenic island paths, or soaking up the sun steps away from Siesta Key Beach, this property is designed for relaxation and FUN! The spacious interior features total remodel, open-concept living area, new kitchens both outdoor and in, spacious bedrooms, luxurious glass sliding doors to the South-Facing SUN! While the outdoor space offers outdoor kitchen, BBQ grill, a private patio with dinner seating for 8, enjoy remote-controlled louvered overhead Pergolux, Pool and Hot Tub! Garage includes EV charger for your Tesla.brFor those looking to enhance their stay, we offer the option to rent a golf cart—please inquire for details and availability. With two bicycles, a paddleboard, and two kayaks included, you’ll have everything you need to experience Sarasota’s natural beauty and vibrant community.brbrHouse Rulesbr• No smokingbr• Pets need pre-approval (none over 50 lb) No cats. Pet Fee: $25 per day (1 Max)br• No parties or eventsbr• Check-in: 4:00 PMbr• Check-out: 11:00 AMbr• Contact us for seasonal rates and special offers!brbrWhy Stay Here brThis Sarasota gem combines the comforts of home with the excitement of a coastal adventure. With included bikes (2), kayaks (2), and a paddleboard, plus the option to rent a golf cart, you’ll have endless opportunities to explore the area’s beaches, waterways, and attractions. Book now for a memorable Florida vacation!brbrThis home is available for long-term rentals so please inquire if interested.brbrOther things to note:br1) Please respect sound ordinance rules. We ask guests to please be considerate of neighbors and mindful of noise levels. Noise violations may result in reservation cancellation and fines. br2) We allow up to 4 cars parked on the driveway. You are not allowed to park on the street or you will get a ticket. Absolutely no RV or trailer parking on Driveway.br3) Pool depth ranges from 3 feet to 4.5 feet. Children will need to be supervised. There is no lifeguard on duty. Swim at your own risk.br5) Monthly or Longer stays require discounted house cleaning every 2 weeks paid by guest.br6) Pets welcome with owner approval. $25 per day per pet. Monthly discounts available. Pets are not allowed in the pool. Please keep pets off the furniture and crate your furry friends if you are planning on leaving them unattended. br7) No refunds will be given due to acts of nature unless there is a mandatory evacuation or prolonged outage of essential utilities.br8) We have partnered with a Travel Insurance marketplace to offer you the opportunity for a little peace of mind through travel insurance that can potentially provide a full refund should life throw you some unexpected circumstances. Please inquire if you would like more information on travel insurance to insure your trip from unforeseeable events.br• No Smoking Anywhere in the home or near home openings. Smoking anywhere in home will result in a $500 remediation fee. Smoking is permitted outdoors. $50 cleaning fee if butts found on property.br• Quiet Hours between 10 pm and 8 am. Siesta Key has a noise ordinance program that is enforced by local law enforcement. We ask guests to please be considerate of neighbors and mindful of noise levels . We only recommend quiet guests to this home. Ignoring these noise ordinances can result in fines and termination of the reservation.br• Check-in Any time After 4 PM. Check out 11 AM.br* We allow up to 6 cars parked on the driveway. You are not allowed to park on the street or you will get a ticket. Absolutely no RV or trailer parking on Driveway. No parking on lawn.br• If you have any needs or issues, you agree to message us through Airbnbbr• No parties, events, birthdays, bachelor or bachelorette stays - this includes `social gatherings` of any definition or reason.br• Do not have more guest than stated in your reservationbr• No Loud musicbr• There is 1 garage opener to use as a convenience. You will find it in the kitchen. Please return these openers to the kitchen. There is a $125.00 per remote if lost or not returned.br• We are not responsible or liable for any accidents, injuries or illness that occur while on the premises. We are not responsible for the loss of personal belongings or valuables during your stay. We cannot be responsible for any items left behind.br• There will be a minimum handling fee of $50, plus cost of shipping for anything you request being returned. Requests must be made with 7 days. Outside of 7 days, items may be donated at the sole discretion of the host.br• Mail service not supported. All packages will be rejected. We suggest guests that require mail delivery set up a temporary mailbox at the UPS Store or USPSbr• Security Deposit - any guest found to have damaged the home may be held liable and charged accordingly. Additionally, any guests found to have more people staying overnight at the property, or found having a party or event may be forced to forfeit the security deposit or may be asked to leave the premises. The authorities may also be contacted if necessary.br• 24-hour outdoor camera and remote security team monitoringbr• Noise detection sensors installed in and outside property – These devices monitor decibel levels at property 24 hours a day and automatically notify us if noise levels are too high. Surveillance or recording devices on property.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(35)

$480.25

/ Nightly
Private Vacation Home

Steps From Siesta Key Beach! 1BR w/ Heated Pool

Siesta Key, Florida, United States

Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. brbrAmenities Included:br- Private pool for only guest at our quadplexbr- Key fobs to the gated beach only a short walk to the beachbr- New sheets, towels, pillows, comforters, etc.br- Soap and shampoobr- Roku TV, able to login to all of your different streaming servicesbr- Netflix subscription included at the housebr- Beach chairs and toysbr- Super fast internet/wifibr- Washer and dryerbr- Full size kitchen with all the essentialsbrbrThis property sleeps up to 4 guests. There is a queen bed in the master bedroom and a pullout queen sleeper sofa in the living room.brbrThis property is great for a couple looking to getaway from their busy lives and enjoy a relaxing trip in Siesta Key, one of the best beaches in the entire country. It is very popular with snowbirds from up north coming down for the winter months. The beach is only a very short walk from the property. There is also plenty of seating outside around the pool and on the patio to enjoy the sun without the sand. The Siesta key Village is close by too only a short ride away.brbrProperty Rules:br- Parties are allowed if you make the owner/manager aware prior to booking and get written approval.br- Quiet hours are after 10:00 pm and until 7:00 am. This is to respect the other guests in the other apartments. Loud noise between these times is not allowed. br- As a disclosure there are security cameras located on the outside of the property. They are there for your security. They are only on the outside of the property. br- There must be someone aged 25 years or older present at all times that is apart of your group that is staying in our apartment. You must also report in your reservation the accurate amount of guests that will be staying in the unit. You are not allowed to have any guests come that are not registered as part of your reservation without the written consent of the owner/manager. No more then the maximum amount of guests are allowed to book this apartment without the written consent of the owner/manager.
Bed 1

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Bath 1

Bath

Sleep 4

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Exceptional(1)

$340.83

/ Nightly
Private Vacation Home

Cape Aqua Retreat | Classic Charm, Modern Comfort w/ Private Pool

Siesta Key, Florida, United States

Escape to a piece of Siesta Key history, where 1964 classic charm meets modern luxury in this beautifully updated single-family beach house. This 3-bedroom, 2-bathroom gem is now ready to host your family or friends for an unforgettable island getaway. Step inside and be greeted by the cool, timeless elegance of original terrazzo flooring, seamlessly flowing through an open-concept floor plan that invites relaxation and togetherness. The fully equipped kitchen is a culinary dream, perfect for whipping up island-inspired meals. Adjacent to the living area, you'll find a convenient wet bar, ideal for mixing up your favorite vacation beverages. For ultimate comfort, the primary bedroom offers a private sanctuary, complete with a comfortable king-size bed and an en-suite bathroom, thoughtfully situated away from the other bedrooms for added tranquility. The second bedroom also features a comfortable king-size bed, ensuring all adult guests can unwind and recharge in luxury. The third bedroom is perfectly set up for families or visiting grandkids with two cozy bunk beds, providing a fun and functional sleeping space for everyone. Imagine lazy afternoons by your private pool, soaking up the Florida sunshine! Rinsing off after a swim or beach trip is a lot easier with the convenient outdoor shower. Location is everything, and this home delivers! Take a leisurely stroll directly to the world-famous Siesta Key Beach, feeling the soft, white quartz sand between your toes in minutes. For a lively change of pace, bike to Siesta Key Village, where you'll discover an array of charming restaurants, vibrant bars with live music, and unique boutiques. If walking or biking isn't your style, hop on Siesta Key's free Breeze Trolley for a convenient ride around the island. This isn't just a rental; it's your private retreat for creating cherished memories. Book your escape today and experience the perfect blend of classic Siesta Key living and modern comfort!brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: For the comfort of all our guests, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$366.22

/ Nightly
Private Vacation Home

Modern Siesta Key Condo: Family-Friendly Retreat at Midnight Cove II 424D

Siesta Key, Florida, United States

Midnight Cove II 424D by Tropical Sands Accommodations br1600 Cove II Unit 424 Sarasota FL 34242 br brDiscover Midnight Cove II 424D, a stunning Siesta Key condo perfect for your family vacation or group retreat! Featuring three bedrooms and two bathrooms, this rental comfortably accommodates those seeking a memorable beach getaway. Conveniently located near Siesta Village, this property captures the essence of beach town living. brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Private washer and dryerbr• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Siesta Key Beach and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). br brStep inside and unwind in the stylish living room, complete with comfortable seating and a TV for family movie nights. The fully equipped kitchen offers all the essentials to prepare your favorite meals, seamlessly connecting to the dining area. Enjoy relaxing moments on your private balcony, which overlooks the beautiful grounds of the complex. br brThe primary bedroom features a cozy queen bed and an ensuite bathroom, ensuring privacy and comfort. Bedroom 2 also hosts a queen bed, while bedroom 3 offers two twin beds, both sharing a hall bathroom.br brExperience the ultimate Florida vacation at Midnight Cove II 424D—your gateway to Siesta Key Beach's renowned white sands and unforgettable sunsets. Book your stay today!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(32)

$797.56

/ Nightly
Private Vacation Home

Silver Shore | Unit w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach

Siesta Key, Florida, United States

Silver Shore | Modern Escape, Rooftop Deck, Pool & Across from Siesta Key Beachbrbr Why You'll Love This HomebrFrom morning coffee on the rooftop to sunset dips in your private heated pool, Silver Shore invites you to unwind in total comfort. Spacious enough for large families or groups, this upscale retreat offers elevator access, beach proximity, and modern style—all in one beautifully designed unit which is apart of a shared duplex.brbr ‍ ‍ Perfect ForbrPerfect for multigenerational families or groups seeking luxury, space, and easy access to Siesta Key Beach and Village—all with bonus rooftop views!brbr ️ Imagine ThisbrThe open-concept layout welcomes you with designer furnishings, sleek finishes, and a kitchen that's made for group feasts and late-night snacks. As the kids scatter to the bunk room and adults claim their king suites, the home hums with anticipation.brbrOutdoors, your private backyard and heated pool offer space to lounge, splash, or grill. When the day slows, head to the shared rooftop lookout—wine in hand—to soak in panoramic island views as dusk paints the Gulf in coral tones. Then retreat to your serene bedrooms, where high-end beds and blackout shades promise deep, restful sleep before another beach-filled day.brbr Where You'll Sleepbr- Bedroom 1: King Bed, Ensuite Bath, Upper Floor, TVbr- Bedroom 2: King Bed, Shared Bath, Upper Floor, TVbr- Bedroom 3: Two Full Over Full Bunk Beds, Shared Bath, Upper Floor, TVbrbr Explore the Areabr- 0.1 miles to Siesta Key Public Beach Accessbr- 0.6 miles to Siesta Key Village – shops, fresh seafood, nightlife & boutiquesbr- Walkable, bike-friendly neighborhood with island energybr- Kayak, bike, or paddle board rentals available nearbybrbr Your Siesta Key Escape AwaitsbrSilver Shore blends modern comfort with unbeatable beach access—plus a rooftop deck that's hard to top. Book now and arrive knowing your home has been meticulously cleaned under our CottageClean™ program, including a 6-hour deep clean and 35-point inspection before each guest's arrival.brbr Need to Know: This unit is one side of a duplex. Guests will have private access to the right-side garage, a private backyard and pool area, the entire fourth floor, and the right side of the third floor. The third floor is divided by a wall, providing a fully private space on your side. A shared exterior spiral staircase leads to the shared rooftop deck, which may be accessed by guests of the neighboring unit. Please contact us if you have any questions about the layout of this duplex. Starter Supplies: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. Heated Pool: Heated from November 15 – April 15. This home has stairs and an elevator. Please contact us if any guest has mobility concerns.brbr• Related Units: Looking for more space or options Book other units in the same building:br  • 6 Bedroom Option: Beach Dreambr  • 3 Bedroom Option: Crystal Sands
Bed 3

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Bath 2

Bath

Sleep 12

Sleeps

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Exceptional(19)

$768.69

/ Nightly
Private Vacation Home

Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach

Siesta Key, Florida, United States

Crystal Sands | Steps to the Sand Rooftop Sunset Views & Modern Poolside Escapebrbr Why You'll Love This HomebrJust 2 minutes from Siesta Key Beach, Crystal Sands delivers modern style, a private heated pool, and a rooftop lookout deck for golden-hour views. It's everything you love about coastal living!brbr ‍ ‍ Perfect ForbrGreat for beach-loving families or groups seeking a sleek, central home base close to the sand and Siesta Key Village—plus extra savings while work happens next door.brbr ️ Imagine ThisbrStart your morning with a stroll to the beach—just 0.1 miles away—your feet already in the powder-soft sand before coffee's gone cold. After a sun-filled day, return to your fully private backyard to lounge by the heated pool or fire up the grill. The open-concept interior welcomes you with natural light, modern coastal furnishings, and an all-white kitchen made for family-style meals.brUnwind upstairs in one of three spacious bedrooms with plush king beds and a fun full-over-full bunk setup, ideal for kids or cousins sharing laughs into the night. As the sun begins to set, head up to the shared rooftop deck, drink in hand, and soak in panoramic views of the Gulf skies. Then wind down with a movie, a dip in the pool, or a moonlit toast on your private patio.brbr Where You'll Sleepbr- Bedroom 1: King Bed, Ensuite Bath, 2nd Floor, TVbr- Bedroom 2: King Bed, Shared Bath, 2nd Floor, TVbr- Bedroom 3: Full Over Full Bunk Bed & Full Bed, Shared Bath, 2nd Floor, TVbrbr Explore the Areabr- 0.1 miles to Siesta Key Public Beach Accessbr- 0.6 miles to Siesta Key Village – walkable shops, restaurants, and nightlifebr- Rent paddle boards, kayaks, or bikes nearby for outdoor adventuresbr- Enjoy a laid-back, residential beachside neighborhoodbrbr Your Siesta Key Escape AwaitsbrCrystal Sands fills quickly thanks to its unbeatable beach access, rooftop sunset views, and modern design. Our CottageClean™ program ensures a spotless stay with a six-hour deep cleaning and 35-point inspection before each arrival—giving you peace of mind and a pristine welcome.brbr Need to Know: This unit is one side of a duplex. Guests will have private access to the left-side garage, a private backyard and pool area, the entire second floor, and the left side of the third floor. The third floor is divided by a wall, providing a fully private space on your side. A shared exterior spiral staircase leads to the shared rooftop deck, which may be accessed by guests of the neighboring unit. Please contact us if you have any questions about the layout of this duplex. Starter Supplies: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. Heated Pool: Heated from November 15 – April 15. This home has stairs and an elevator. Please contact us if any guest has mobility concerns.brbr• Related Units: Looking for more space This home is part of a duplex with other bookable options:br  • 6 Bedroom Option: Beach Dreambr  • 3 Bedroom Option: Silver Shore
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(4)

$1602.66

/ Nightly
Private Vacation Home

Beach Dream | Home w/ Ocean Views, 2 Private Pools, Rooftop Lookout and Steps to Siesta Key Beach!

Siesta Key, Florida, United States

Beach Dream | 6BR with Rooftop Patio, Two Private Heated Pools, and a 2-Min Walk to Siesta Key Beachbrbr Why You'll Love This HomebrWelcome to Beach Dream, a luxurious 6-bedroom entire duplex offering dual private pools, a rooftop lookout, and a prime location to Siesta Key Beach just across the street. With modern interiors, sleeping for up to 22 guests, it's the perfect space for reunions, retreats, and unforgettable coastal gatherings.brbr ‍ ‍ Perfect ForbrIdeal for large families, multi-generational groups, wedding parties, or friends traveling together—Beach Dream gives you the privacy of two units with the shared benefits of rooftop sunsets and unbeatable walkability to the beach and village.brbr ️ Imagine ThisbrWake up just steps from the sand, where two fully private heated pools await your crew's morning splash. Each part of this stylish duplex boasts its own modern living space, full kitchen, and designer bedrooms, giving your group the ability to gather together while also spreading out when needed. Prepare meals in either sleek kitchen, or host a group dinner al fresco on the patios. Spend afternoons lounging in one of the two fenced backyards or sipping cocktails on the shared rooftop lookout, with panoramic views of Siesta Key's shimmering Gulf waters. With dual laundry rooms and TVs in every bedroom, Beach Dream is both functional and fabulous for group living. As night falls, retreat to one of six beautifully appointed bedrooms, including four with king beds and two expansive bunk rooms that sleep up to 14 combined. Whether you're planning lazy beach days or lively evenings in Siesta Key Village, Beach Dream is the elevated group escape you've been dreaming of.brbr Where You'll SleepbrCrystal Sands:br• Bedroom 1: King Bed, Ensuite Bath, 2nd Floor, TVbr• Bedroom 2: King Bed, Shared Bath, 2nd Floor, TVbr• Bedroom 3: Full Over Full Bunk Bed & Full Bed, Shared Bath, 2nd Floor, TVbrbrSilver Shorebr• Bedroom 4: King Bed, Ensuite Bath, 4th Floor, TVbr• Bedroom 5: King Bed, Shared Bath, 4th Floor, TVbr• Bedroom 6: Two Full Over Full Bunk Beds, Shared Bath, 4th Floor, TVbrbr Explore the Areabr• 0.1 miles to Siesta Key Public Beach Accessbr• 0.6 miles to Siesta Key Village – a short walk to dining, boutiques, and nightlifebr• Rent kayaks, paddle boards, and bikes nearbybr• Enjoy local cafés, sunset bars, and family activities all within easy reachbrbr Your Siesta Key Escape AwaitsbrA rare find for large groups, Beach Dream offers two duplex homes, two pools, and a rooftop deck just a 2-minute walk to the beach. Your stay includes our trusted CottageClean™ program—a deep, 6-hour clean and 35-point inspection before every guest. Now is the time to book your dream group getaway!brbrNeed to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. Both pools are heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. Stairs: Both units have stairs. Contact us if any guest has mobility concerns. Duplex Note: This listing includes both duplex units. Guests will have access to the entire unit, including both private pools and backyards. brbrRelated Units: Prefer to book just one part of the duplex View individual listings:br • 3 Bedroom Option: Crystal Sandsbr • 3 Bedroom Option: Silver Shore
Bed 6

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Bath 5

Bath

Sleep 22

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Exceptional(5)

$387.55

/ Nightly
Private Vacation Home

Pink Flamingo | Old Florida Charm on Siesta Key, Private Pool, Dog-Friendly

Siesta Key, Florida, United States

Escape to Pink Flamingo, a charming 3-bedroom, 2-bathroom dog-friendly house on Siesta Key, where Old Florida charm meets modern comfort. Nestled under a stunning Banyan tree, this delightful home offers a lush, private yard featuring your very own pool and spa (pool heat available for an extra fee!). Inside, discover a true Old Florida cottage feel with an open-concept layout that invites relaxation. The nicely updated, fully equipped kitchen and gas grill are ready for your vacation feasts. Unwind in the cozy front living room, or find your ultimate retreat in the primary bedroom, secluded at the back for privacy, featuring a king bed, a dedicated office space for remote work, and direct access to a serene screened-in porch. The two additional bedrooms each feature a double bed, ensuring comfort and privacy for everyone. You're perfectly situated on a quiet street, just a short stroll to North Village's vibrant shops, restaurants, and mere moments from the world-famous Siesta Key Beach. Come experience why this unique gem is a favorite, offering the best of Siesta Key right at your doorstep! brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(22)

$344.69

/ Nightly
Private Vacation Home

Vitamin Sea |Dog-friendly Spanish-style Townhome, Steps to SK Beach & Village

Siesta Key, Florida, United States

Craving some beach therapy Look no further than Vitamin Sea, a stunning tri-level Spanish-style townhome perfectly situated in a prime beachfront location on Siesta Key Beach, Florida! This spacious townhome offers 3 inviting bedrooms and 2.5 bathrooms, providing ample comfort and privacy for your family or group to unwind and reconnect. Plus, we're dog-friendly, so your furry family members can join the fun! Step inside and ascend the elegant, windowed staircase to the heart of the home on the second floor. Here, you'll discover a bright and open living space, ideal for relaxing after a day in the sun or gathering for delightful meals. The fully equipped kitchen is a chef's dream, ready for creating culinary memories. Enjoy your morning coffee or evening cocktails on your private balcony, soaking in the gentle island breezes. The true magic of Vitamin Sea lies just beyond your door! Imagine a carefree stroll, a joyful hop, or even a skip directly to the pristine sands of Siesta Key Beach – recently ranked the number one beach in the U.S. and fourth in the world! Enjoy the ultimate convenience with direct beach access through a private gate located between the buildings, putting the pristine shoreline literally at your fingertips. When you're ready for vibrant local flair, Siesta Key Village is just steps away, offering an array of charming boutiques, delectable dining options, and lively entertainment. Whether you're seeking endless fun in the sun, delicious food, or simply a tranquil escape, Vitamin Sea offers the perfect blend of luxury, location, and true Siesta Key living. This is more than just a rental; it's your dream vacation waiting to happen. Book your escape today!brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(8)

$415.15

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Private Vacation Home

Bikini Tini Time | Siesta Canal Home w/ Saltwater Pool & Sunset Martini Spot

Siesta Key, Florida, United States

Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout, from the brand-new kitchen to the spa-like bathrooms. You'll find a designated office space off the kitchen, perfect for remote work. The first bedroom features a king bed, and the second bedroom features a queen bed. Outside, soak up the Florida sunshine by the sparkling saltwater pool. With direct canal access, cast a line for some fishing, or launch a paddle board and explore the tranquil canals, where you're likely to spot local manatees and other fascinating wildlife. After exploring the canals, take a leisurely walk of just a few minutes to the world-famous Siesta Key Beach. Feel the soft, powdery quartz sand between your toes and bask in the beauty of the Gulf. Then, it's back to your private oasis where, as the sun begins its descent, it's 'tini time! Mix your favorite martini and savor it while watching the spectacular sunset paint the sky over the canal, beautifully highlighting silhouetted palm trees. It's truly an unforgettable end to a perfect day! Bikini Tini Time offers the perfect blend of tranquility and convenience, just moments from Siesta Key Village's vibrant shops and restaurants. brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs and beach towels.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(9)

$460.37

/ Nightly
Private Vacation Home

Surf's Up | Walk to Siesta Key Beach & Village, Private Pool, Dog Friendly

Siesta Key, Florida, United States

Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults upstairs. No need to fight over the king-size bed, as this home boasts two luxurious king-size bedrooms! Both offer comfortable retreats and easy access to your private pool, perfect for a refreshing dip anytime. The third bedroom features a trundle bed that comfortably sleeps two. Outside, the private pool area awaits with lounge chairs for sunbathing, an outdoor shower, and a delightful area to grill and enjoy alfresco dining at the table for six. Just moments away, the vibrant energy of Siesta Key Village, with its diverse culinary scene and local shops, offers endless opportunities for exploration. Surf's Up provides the ideal launchpad for experiencing all that Siesta Key has to offer, with plenty of room to relax and recharge in between adventures. Perfect for families seeking sun, relaxation, and easy access to Siesta Key Beach & Village. Book your unforgettable getaway now! brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(2)

$529.21

/ Nightly
Private Vacation Home

Blue Wave | Prime Siesta Key - Walk to Beach & Village, Plus Private Pool

Siesta Key, Florida, United States

Your Siesta Key Dream Starts Here in a Prime Location! Discover your perfect vacation getaway in this charming three-bedroom home with a private pool, ideally situated in a prime spot just a quick six-house stroll from the world-famous Siesta Key Beach! Enjoy the best of Siesta Key with effortless access to both relaxation and recreation. Spend your days soaking up the Florida sun, whether lounging by your own sparkling private pool or sinking your toes into the powdery white sands of Siesta Key Beach, just moments away. Unwind in the welcoming living and dining areas. The fully-equipped kitchen makes meal prep a breeze, allowing you to whip up everything from beach snacks to gourmet dinners. When it's time to rest, you'll find three cozy bedrooms, each offering a peaceful sanctuary with comfortable beds and plenty of space to unpack and settle in. And the convenience of this prime location continues with a short walk to the vibrant Siesta Key Village, offering a delightful array of shops, restaurants, and entertainment. Experience the best of both worlds: tranquil poolside living in a fantastic location with easy access to the beach and village excitement!brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: For the comfort of all our guests, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(13)

$558.77

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Private Vacation Home

Banyan Tree Beach House | Updated Canal-Front Pool Home w/ Private Dock

Siesta Key, Florida, United States

Are you ready to truly unwind under the majestic shade of a sprawling Banyan tree Imagine starting your day with a peaceful kayak paddle directly from your backyard, exploring the tranquil canal waters. Spectacular barely begins to describe this meticulously updated, canal-front pool home, designed for ultimate relaxation and fun. Step inside and feel the worries melt away as you discover an airy, open-concept floor plan, seamlessly flowing from one inviting space to the next. Every detail has been thoughtfully curated to reflect a chic, modern beach-style home, bathed in natural light and adorned with tasteful decor. The spacious living areas are perfect for gathering, while the fully equipped, chef-ready kitchen invites you to whip up vacation feasts or simply enjoy a morning coffee with a view. The luxurious primary bedroom is a true sanctuary, boasting views of the canal right from your king-sized bed. Wake up to the gentle sounds of the water, and with your private access to the refreshing pool and expansive patio, a morning dip is just steps away. The two additional, beautifully appointed bedrooms offer roomy comfort and privacy, each with ample closet space. One features a comfortable queen-sized bed, while the other provides two twin beds. These rooms are complemented by two additional, sparkling bathrooms, bringing the home's total to three well-appointed full bathrooms, ensuring ample convenience and a serene retreat for everyone. Outside, your private oasis awaits! The spacious patio is ideal for sunbathing, al fresco dining, or simply lounging by your sparkling pool. The highlight Your very own private dock, offering endless opportunities for fantastic fishing, or direct boating access to the shimmering Sarasota Bay and the vast Gulf of America! Imagine setting sail right from your doorstep. Please note that the garage is not available for guest use. When you're ready to venture out, convenience is key! Leave your car behind and enjoy a leisurely walk or bike ride to the vibrant Siesta Key Village. Here, you'll immerse yourself in a world of charming boutiques, delectable restaurants, and lively entertainment. Don't just dream about paradise – book it! It's all here, waiting for you to create unforgettable memories. The pool can be heated for an additional charge. brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: For the comfort of all our guests, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(11)

$1915.16

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Private Vacation Home

Siesta Key Village Heated pool

Siesta Key, Florida, United States

Summary:brbrEscape to Oasis on the Key, a stunning villa in the heart of Siesta Key Village. This elegant home offers a private heated pool and is steps away from the beach and vibrant village life. Perfect for families, it comfortably accommodates up to 14 guests, offering a luxurious and convenient vacation experience.brbrbrbrThe Space:brbrThis charming Siesta Key vacation rental home is a unique combination of two units: “Baybreeze” and “Pinacolada” (3200 sq. ft. total). Each unit features a 3BR/2.5BA configuration, each with their very own common space to include a kitchen, dining area, living room and outdoor patio area. When booked together, Coconut Grove offers a private heated pool (when booked separately, the pool is shared between the two units). This home has every amenity you could fathom at an absolutely location in the HEART of Siesta Key Village and just a 4 minute walk to the #1 beach in the USA!brbrbrbrGuest Access:brbrThis charming Siesta Key vacation rental home is a unique combination of two units: “Sea La Vie” and “Endless Summer” (3200 sq. ft. total). Each unit features a 3BR/2.5BA configuration, each with its very own common space to include a kitchen, dining area, living room and outdoor patio area. When booked together, Oasis on the key offers a private heated pool (when booked separately, the pool is shared between the two units). This home has every amenity you could fathom at an absolute location in the HEART of Siesta Key Village and just a 2-minute walk to the #1 beach in the USA! brbrbrbrCoconut Grove can accommodate up to 16 guests with a bedding configuration as follows:brbrbrbrEndless Summer can accommodate up to 8 guests with a bedding configuration as follows:brbrbrbr• Bedroom # 1: King Bed (1) - Sleeps: 2brbr• Bedroom # 2: Queen Bed (1) - Sleeps: 2brbr• Bedroom # 3: Queen Bed (2) - Sleeps: 4brbrbrbrSea La Vie can accommodate up to 8 guests with a bedding configuration as follows:brbrbrbr• Bedroom # 1: King Bed (1) - Sleeps: 2brbr• Bedroom # 2: Queen Bed (1) - Sleeps: 2brbr• Bedroom # 3: Queen Bed (2) - Sleeps: 4brbrbrbrExclusive Amenities Include:brbrbrbr• Private Heated Pool (when rented separately, the pool is shared between both units)brbr• Linens Providedbrbr• Regular Coffee Makersbrbr• Kitchen Essentials Providedbrbr• Flat Screen HDTVs (in every bedroom + each living room)brbr• Beach Towelsbrbr• Beach Caddy (2)brbr• Coolers (2)brbr• Beach Chairsbrbr• Outdoor Lounge Areabrbr• Gas Grillbrbr• Views of Siesta Key Villagebrbr• 2 Minute Walk to Siesta Key Beach (when using beach access #5)brbr• Outdoor Showerbrbr• Washer/Dryer (in unit)brbr• Secure Parking in Lotbrbr• Free WiFIbrbrbrbrbrbrThis property hasbrbrBedroom #1: King Bed (1)brbrBedroom #2: Queen Bed (1)brbrBedroom #3: Queen Bed (2)brbrBedroom #4: King Bed (1)brbrBedroom #5: Queen Bed (1)brbrBedroom #6: Queen Bed (2)brbrbrbrThe Neighborhood:brbrSiesta Key, Florida is very proud of our sand. In fact, we have the “World’s Finest Whitest Sand”. You’ll find beautiful seashells on Siesta’s white sands, and you’ll find the finest beach-front vacation rentals and showcase homes on the Key, too. What else can you find on the sands of Siesta Key brbrbrbrYou are sure to see and hear our wild parrots and the friendly pelicans while you stroll the breathtaking 8-mile long barrier island that is Siesta Key. Siesta Village is famous for its wild parrots up in the swaying palm trees as well as many other shorebirds including terns, plovers, ibis, spoonbills, and storks. Bird watching is one of the favourite activities of residents and visitors alike. The many varieties of wading birds, like the beautiful snowy egret, and the great heron are just a few of the different types on our beaches and in our village. Keep an eye out for our 4 to 5 foot tall Florida Sand Hill Cranes with their bright red heads and distinctive calling sounds. You will often see two walking side by side since they mate for life. Our birds seem to live comfortably among the people of Siesta Key.brbrbrbrGetting Around:brbrGetting around Siesta Key is a breeze! While exploring the Village and beach is easy on foot, you'll find convenient access to various transportation options. Public transportation, including local buses, is available for trips to Sarasota and surrounding areas. For those arriving by air, Sarasota Bradenton International Airport (SRQ) is a short drive away, approximately 20 minutes depending on traffic. Ample parking is available at the property, ensuring a hassle-free stay for you and your guests. Explore the beauty of Siesta Key and the wider region with ease, knowing you have convenient travel options at your fingertips.brbrbrbrOther Things to Note:brbrAttractions brbrBay brbrCoin LaundrybrbrHealth Beauty SpabrbrMarinabrbrMuseumsbrbrParksbrbrWater ParksbrbrWinery ToursbrbrZoobrbrbrbrEntertainmentbrbrSatellite / CablebrbrTelevisionbrbrFeaturesbrbrAir ConditioningbrbrCentral HeatbrbrClothes DryerbrbrHair DryerbrbrHeatingbrbrInternet - Hi SpeedbrbrInternet - WirelessbrbrIron and BoardbrbrLinens ProvidedbrbrLiving RoombrbrParkingbrbrTowels ProvidedbrbrWashing MachinebrbrKitchenbrbrCoffee MakerbrbrCookwarebrbrDining AreabrbrDining SpicesbrbrDishes & UtensilsbrbrDishwasherbrbrKitchenbrbrMicrowavebrbrOvenbrbrRefrigeratorbrbrStovebrbrToasterbrbrLeisurebrbrAntiquingbrbrBird WatchingbrbrBoatingbrbrEco TourismbrbrGamblingbrbrOutlet ShoppingbrbrPaddle BoatbrbrShoppingbrbrWater SportsbrbrWildlife ViewingbrbrbrbrLocalbrbrHospitalbrbrLaundromatbrbrLocationbrbrBeachbrbrNear OceanbrbrVillagebrbrOutdoorbrbrDeck/PatiobrbrGas GrillbrbrPoolbrbrHeated PoolbrbrPrivate PoolbrbrSportsbrbrBasketball CourtbrbrBikingbrbrDeep Sea FishingbrbrFishingbrbrFishing BaybrbrFishing FlybrbrFishing SurfbrbrGolf OptionalbrbrGolfingbrbrHikingbrbrJet SkiingbrbrKayakingbrbrParaglidingbrbrParasailingbrbrPier FishingbrbrRoller BladingbrbrSailingbrbrScuba or SnorkelingbrbrSnorkelingbrbrSurfingbrbrSwimmingbrbrWater SkiingbrbrWater TubingbrbrWind SurfingbrbrThemesbrbrFamilybrbrLuxurybrbrbrbrCancellation; Non-Refundable Transaction Fee VRBO BOOKING.COM ONLY In the event of any cancellation,or, or termination, of a booking for any reason whatsoever, the 3.9% transaction processing fee assessed at the time of payment shall be strictly non-refundable. This fee represents payment processing costs incurred and is earned immediately upon receipt of funds. Under no circumstances shall the 3.9% transaction fee be returned, credited, or otherwise reimbursed, including but not limited to cancellations made within any stated refund period, force major events, or cancellations initiated by the Guest. Any applicable refund shall be calculated net of the 3.9% transaction processing fee.brbrbrbrInteraction with Guests:brbrI am available throughout your stay to assist with any questions or needs. You can reach me anytime via the booking platform messaging system. I strive to respond as quickly as possible.brbrbrbrCancellation; Non-Refundable Transaction Fee VRBO BOOKING.COM ONLY In the event of any cancellation,or, or termination, of a booking for any reason whatsoever, the 3.9% transaction processing fee assessed at the time of payment shall be strictly non-refundable. This fee represents payment processing costs incurred and is earned immediately upon receipt of funds. Under no circumstances shall the 3.9% transaction fee be returned, credited, or otherwise reimbursed, including but not limited to cancellations made within any stated refund period, force majeure events, or cancellations initiated by the Guest. Any applicable refund shall be calculated net of the 3.9% transaction processing fee.
Bed 6

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Bath 5

Bath

Sleep 14

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$409.53

/ Nightly
Private Vacation Home

Remodeled Home with Heated Pool

Siesta Key, Florida, United States

Summary:brbrWelcome to your perfect Florida getaway! brbr- Beautifully remodeled single-family home brbr- 3 spacious bedrooms, 2 modern bathrooms brbr- Private heated pool with sunshelf brbr- Short walk to restaurants, bars, and shops brbr- Local beach just 3 blocks away brbr- Close to Siesta Key Beach, top-rated worldwide brbr- Family-oriented home with quiet hours brbrWelcome to your perfect vacation getaway!brbrbrbrThe Space:brbrWelcome to your perfect Florida getaway! This beautifully remodeled single-family home features 3 spacious bedrooms and 2 modern bathrooms, ideal for families or groups looking to relax in style. Whether you're soaking in the sun on the pool shelf, exploring local hot spots, or relaxing indoors, this home is designed for comfort and fun.brbrbrbrStep outside and enjoy your private 27' x 13' heated pool, set to a comfortable 82 degrees year-round. The pool includes a sunshelf, perfect for lounging in the water with a cocktail or even enjoying dinner alfresco right in the pool! brbrbrbrComfortable Accommodation:brbr- 3 spacious bedroomsbrbr- 2 modern bathroomsbrbr- Family-oriented atmospherebrbrbrbrInterior Feeling:brbr- Beautifully remodeledbrbr- Temperature set to a comfortable 72°Fbrbr- No ceiling fansbrbrbrbrOutdoor Bliss:brbr- Private heated poolbrbr- Sunshelf for loungingbrbr- Short walk to the local beach, just 3 blocks awaybrbrbrbrDelightful Dining:brbr- Over 15 restaurants within walking distancebrbr- 12 bars and boutique shops nearbybrbr- Bike/scooter rentals and wash & fold services availablebrbrbrbrNearby Attractions:brbr- Famous Siesta Key Beach, voted one of the Top 10 Beaches in the Worldbrbr- Local golf courses, cultural sites, and nature trailsbrbrbrbrProfessional Cleaning:brbr- Pool professionally cleaned once a weekbrbr- Pool net provided for conveniencebrbrbrbrImportant Information & House Rules:brbr- No beach chairs, umbrellas, towels, or toys providedbrbr- Primary renter must be at least 25 years oldbrbr- Quiet hours must be respectedbrbr- Treat the home and neighborhood with carebrbrbrbrWelcome to your perfect vacation getaway!brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: We facilitate self-check-in, and guests are welcome to check in any time after 4 pmbrbrbrbrCheck-out: We kindly ask that you check out on or before 11:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests. No dishwasher available, so we kindly ask that you wash the dishes before checkout.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the house and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrPets allowed: Please inform us in advance if you plan to bring pets.brbrbrbrPet Policy:brbrbrbrWe are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our policy and fees:brbrbrbrPlease ensure that your pet is well-behaved and cleaned up both indoors and outdoors. A pet fee of $50 per pet and a $200 refundable deposit is required.brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrWe offer early check-in or late check-out for an additional fee of $25 per hourbrbrEarly check-in: 2pmbrbrLate check-out: 1 pmbrbrbrbrIf you have any questions or need further clarification about these policies, please contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.
Bed 3

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Bath 2

Bath

Sleep 8

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