Home Vacation Rentals By Owner In Siesta Key, FL

Showing 20 Of 2077 Vacation Rentals
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Exceptional(2)

$308.55

/ Nightly
Cottage

All-New, Walk to Beach & Village, Private and Cozy

Siesta Key, Florida, United States

Welcome to Siesta Shores! Located directly across the street from Siesta Key Beach Access #7 and just two blocks to the Village! This adorable beach cottage is ALL-NEW from top to bottom: New furniture, New kitchen, New bathroom, New everything! Living room has a full size sleeper sofa, Large Smart TV and strong Wifi. Oversized-King bed and cute kitchen. Onsite laundry room and extra guest parking. The perfect location to see and experience the BEST of Siesta Key! You will love it here!brbrYour perfect vacation cottage in old-style Florida with modern touches.brbrThis 1-bedroom, 1 bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable beach access location. brbrThis home can accommodate up to 4 guests with a bedding configuration as follows:brbr• Bedroom: King Bed (1) br• Living Room: Pull-out Couch (1)brbrExclusive Amenities Include:brbr• All-New thanks to Hurricane Helenebr• Paid laundry room within complexbr• Walk to Beach Access #7 (Across the street)br• Smart TVsbr• Free Hi-Speed WIFI br• (1) secure assigned parking space in front of unitbr• Fully-Stocked KitchenbrbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, and morebr30 min - SRQ Airportbr30 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrbrAttractions and amenities within walking distance include shops, fine dining, a marina, fishing charters, jet ski rentals, boat rentals, parasailing, Dolphin Tours, intimate night clubs with dancing and free lighted tennis courts. You can avail yourself of the miles of bike/jogging paths or miles of beaches to walk on and enjoy. Over 20 golf courses are within a 20 minute drive. Across the bridge on the mainland, Sarasota and the surrounding area has unmatched cultural activities.brbrEntire apt is yours to enjoy!brbrIn the heart of Siesta Key, 5 min walk to the Siesta Key Village which is the heart and soul of Siesta Key! Plenty of shops, restaurants, grocery store, bars, ice cream and more. You could not find a better place to stay.brbrFrom the Sarasota Airport, head towards Tamiami Trail. You will want to key in 417 Beach Road in Siesta Key. You will enter the complex and find our unit on the end of the complex. Parking spot #17 directly in front of the unit!brbr- Phenomenal Siesta Key location - only minutes to the Village, Siesta Beach, and other local favoritesbrRental age restrictions:br- This is a very small unit, so only one small dog is allowed.br-This property has a minimum primary renter age requirement of 25.br- Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property.br- Beach Chairs and Umbrella provided.br-Stays in excess of three weeks may incur an additional cleaning fee.
Bed 2

Bed

Bath 1

Bath

Sleep 4

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Exceptional(5)

$188.94

/ Nightly
Condo

Upgraded Stunning 2 Bed 2 Bath Condo! Water View

Siesta Key, Florida, United States

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(2)

$232.83

/ Nightly
Condo

6703 Midnight Pass RD · Siesta Key Condo, Heated Pool, Newly Renovated

Siesta Key, Florida, United States

Siesta Key condo with heated pool. One of the best locations in Siesta Key. Updated with fun designs, feature walls, smart TVs, functional kitchen. Minutes’ walk to white sands of Siesta Beach ranked #2 beach in the US and #14 in the world. Walk to Tiki bar, Captain Curt’s, bike, boat, kayak, flat board rentals, ice crème shops. Close to Turtle beach, restaurants and more. Enjoy the heated pool or the beach for that amazing sunset.brbrEnter the house and there is a functional kitchen, a dining table that seats 6 and two bar chairs. Two 50` smart tv`s. One is the master and one in the main living area. The property sleeps up to 7. 1 king bed in the master suite, in the second bedroom there is a qween and a single. In the living area there is a qween sofa sleeper. 2 full bathrooms.brbrThe entire condo.brbrJust a few minutes walk to the beach, resturants, bike, kayak, flat board rental and more. Night music at local open bars. Shoppes and so much more.brbrOne of the best options for getting around the Key is using the free trolleys that have specific stops along the Midnight Pass Road. Another option is renting small passenger golf carts or bikes.brbrThere is a heated pool close to the condo with lounge chairs, tables and umbrella and pool toys in the condo. There is a restroom cby the pool area. brParking in space #10 for unit 205. Guest parking is in A, B or C spaces.brVacation Rental Agreement and House Rules.brVACATION RENTAL AGREEMENT brThis rental agreement is entered into by and between the renter, Guest per the reservation, hereinafter referred to as “GUEST(S)” and Tim Endersbrhereinafter referred to as “OWNER”. brThis agreement constitutes a contract between the GUEST(S) and OWNER. Please read this Vacation Rental Agreement thoroughly. Any money received by owner for occupancy of vacation property indicates the acceptance of the terms and conditions of this Vacation Rental Agreement. It is the responsibility of the GUEST(S) to be familiar with all policies within this agreement. This occupancy will be in the form of a Vacation Rental only and does not constitute a permanent or primary residence or other tenancy. brProperty physical address: br6703 Midnight Pass Road 205, Building AbrTERM OF AGREEMENT: The rental period begins at 4 p.m. EST on the check-in day, and ends at 11 a.m. EST on check-out day. These dates are shown in your reservation confirmation with the listing platform.brbrSMOKING: This is a NON-SMOKING property. No smoking is allowed inside of the unit whatsoever. Any GUEST or their guests not adhering to the No Smoking policy will result in automatic forfeiture of security deposit as well as immediate removal from premises. brRENTAL RULES: GUEST agrees to abide by the House Rules posted on the listing platform and always displayed on premises and attached to the Vacation Rental Agreement. Guests at all times while at the property and shall cause all members of the rental party and anyone else GUEST permits on the property to abide by the following rules at all times while at the property. This includes but is not limited to an age requirement policy of one (1) parent or guardian over age of 25 of 7 total persons (as listed in this agreement) that is a requirement of and strictly enforced by the local home owner’s association (HOA).brSECURITY DEPOSIT: A security deposit of $0.00 is required for VRBO, website and direct bookings. This must be received prior to check-in. The security deposit is NOT applied toward the rental amount; however, it is a preauthorization hold that is lifted within (5) days of departure, provided the following provisions are met. GUEST may be responsible and liable to OWNER for damages in excess of the security deposit for any damage or loss caused by GUEST or its guests. bra) No damage is done to property or its contents, beyond normal wear and tear. brb) No charges are incurred due to contraband, pets, smoking, or collection of rents or services rendered during the stay.brc) No excessive cleaning required. All debris, rubbish and discards are placed in trash receptacles and soiled dishes are cleaned and put away. brd) No excessive utility charges are incurred. bre) No linens/towels are lost, stolen, or damaged. brf) The GUEST (or any of GUEST’S visitors) is not removed by the owner (or representative of the owner), or the local law enforcement. brPAYMENT: An advance payment equal to 50% of the rental total is required to confirm reservations off platform stays. The advance payment will be applied toward the property rental price. A Credit/Debit Card will be maintained on file for incidentals and charging in accordance with this agreement. GUEST agrees to keep a valid payment method on file with OWNER or booking platform. Failed payments may constitute a cancellation by GUEST. The advance t is not a damage deposit. The BALANCE OF PAYMENT is due prior to your Check-In date. brCANCELLATIONS: Cancellations made through a booking platform are subject to the cancellation policy specified in the reservation. For all others: Notice in writing or through original booking system is required for cancellation. Cancellations made more than thirty (30)days before check-in date will receive a full refund. Cancelations made between 14 and 30 days of check-in will receive 50% refund of the amount paid. Within 14 days no refund will be made. Cancellations or changes that result in a shortened stay that are made within thirty (30) days of the Check-in date, will be refunded only payment for cleaning fees and security deposit. Cancellation or early departure does not warrant any refund. brADDITIONAL CHARGES: All utilities are included. GUEST will be charged additional fees for the following: br- Entertainment charges for any programing ordered during the rental period in addition to the provided entertainment. br- Excess cleaning or laundry expenses.br- Fines or summons imposed by a local authority, homeowners association as a result of your actions.br- Any damage to the condo or its contents. br- Excessive utility usage.brbrFALSIFIED RESERVATIONS: Any reservation obtained under false pretenses will be subject to forfeiture of advance payment, deposit, and/or rental money, and the party will not be permitted to check-in. GUEST/PARTIES/NOISE: The GUEST must supervise their guest(s) while on the premises. Noise in the house must be kept a reasonable level as not to cause a disturbance to the neighbors or general public. In no event may the maximum occupancy (as listed on this agreement) be exceeded without written consent. No parties or large gatherings are permitted at this house. brGUEST/PARTIES/NOISE: No loud parties. The GUEST must supervise their guest(s) while on the premises. Noise in the house must be kept at level not to be heard outside the home or so the neighbors cannot hear if the guest are outside on the deck or backyard. Reasonable level as not to cause a disturbance to the neighbors or general public. HOA and Local noise ordinances limit outside between the hours of 10:00pm - 7:00am. In no event may the MAXIMUM OCCUPANCY (as listed below in this agreement) be exceeded without written consent. No parties or large gatherings are permitted at this house. brMAXIMUM OCCUPANCY: The maximum number of overnight guests for this property is limited to 7 persons. Maximum occupancy for this property shall not exceed the number of persons that GUESTS registers on the reservation without prior consent from OWNER. If GUEST exceeds the maximum occupancy, GUESTS and any and all of their guests are subject to immediate removal and forfeiture of their security deposit and rental payment. brILLEGAL DRUGS: Under no circumstances shall any illegal drugs be allowed on the property. GUEST understands that possession and use of any such substance is grounds for immediate removal of GUEST and forfeiture of payment. GUEST further waives any and all rights to recourse against the OWNER for enforcing this clause.brFIREWORKS: Fireworks are prohibited anywhere in the neighborhood and among or from any of the homes. brCLEANING: No cleaning service is included during the GUEST’S stay. Cleaning service charges in excess of the cleaning fee will be deducted from the Security Deposit. Rates include a one-time linen-towel preparation, bed sheets setup, toilet paper, and paper towels. On departure leave all used beds unmade. All dinnerware, pots, pans, glasses should be cleaned an put away. Please discard used food from the cabinets and refrigerator. GUEST will be charged for excessive linens and/or unwashed dishes. Trash should be placed in the proper receptacles. brMAINTENANCE: It is expected that major systems in and around the house will break down from time to time such as air conditioning, washer, dryer, refrigerator, etc. OWNER will attempt to repair the problem as soon as possible upon notice by the GUEST. OWNER assumes no liability to GUEST if such should occur as all products have a useful life and break down occasionally. brGUEST RESPONSIBILITIES: All occupants are required to perform normal household duties that include but are not limited to:br- Garbage removal br- Cleaning of individual and guest dishes and putting all dishes and items back. br- Clean all counter spaces, sweep floors if needed.br- Remove all bedding and put on bed. br- Put towels on the floor in bathrooms. br- Notification to OWNER of any damage or problems with the property br- Locking of all doors and windows when GUEST leaves the unit. REPAIRS: The OWNER must be notified immediately if you discover any item that needs attention. brSUBLETTING/ASSIGNING/OCCUPANCY: There shall be no subletting of the premises. The GUEST shall occupy and use the premises as a vacation rental only and not use the premises for any business, professional, unlawful or hazardous purpose.
Bed 2

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Bath 2

Bath

Sleep 7

Sleeps

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Exceptional(10)

$3110.58

/ Nightly
Private Vacation Home

Beachfront Luxury - Resort Pool - Steps to Village

Siesta Key, Florida, United States

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrSunset Blue is the best beachfront property on Siesta Key, and one of the best in Florida! It is set up for the ultimate vacation! Your family vacation photos have never looked better! It provides a private beach with amenities, outdoor covered patios, balconies, a pool area, and entertainment space. The tear drop shaped, heated saltwater pool and spa are not mirage, this is your beachfront oasis! With a tapered sun shelf with bubblers, large turf area with loungers, and a basketball hoop and cornhole boards for those active travel members this is a pool area for everyone! The covered patio space features a pool bar, outdoor dining, and soft seating as well. These spaces are all within the fenced backyard for privacy and security, making it family friendly. You’ll be able to enjoy sunset skies from anywhere within this space! As you go up in this home, you’ll find amazing views from almost every space and all the home’s balconies on all levels. Get used to wide open Gulf of Mexico and Siesta Key Beach views.brbrbrbrOnce inside this approximately 4,200 square foot home, you will immediately notice the elevator with service to all floors, as well as the high ceilings, huge windows and sliding doors to maximize the amazing views from nearly every room, and the incredible craftsmanship and design throughout. This luxury rental home on Siesta Key provides 5 bedrooms (all with en suite baths) and 5 full baths and 2 half baths throughout the home. There are 4 king beds, and a custom-built queen over queen bunk bed. It comfortably sleeps 12 people in beds. The great room is set up as the perfect gathering space as it includes the kitchen, living, and dining areas of the home with access to multiple balconies. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. Additionally, this home features a club room or secondary living space. The club room features a wet bar area, living room and TV, multiple game options, and access to another oversized balcony.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 5 vehicles (3 covered spaces, and 2 spaces in the driveway). On this ground level you’ll find the fully fenced pool and backyard area that includes the pool and covered patio spaces! The covered patio features an outdoor grill (natural gas), a pool bar with beverage fridge and bar seating for 3, as well as outdoor dining for 8, and various seating options and ceiling fans throughout for added comfort. Just off this pool area is your private beach access with seating and a beach volleyball court. The home’s beach equipment can be found here, which includes 2 beach wagons, 2 coolers, 12 beach chairs, and 4 bikes. We include a full refrigerator nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's two (2) living levels above.brbrbrbrThe First Level of Living (2nd Floor):brbrThis level features a great room with the fully stocked kitchen and includes a range with cooktop with hood vent, double ovens, full sized refrigerator (with ice maker) and freezer, double trash and recycling storage, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortable and offers Gulf views. The dining area here seats 15 people comfortably via an 8-person dining table and 7 additional seats at the kitchen island bar top. The main balcony on this level is directly off this great room and it connects to it perfectly. It offers additional outdoor dining for 6, soft seating, ceiling fans for comfort, and stunning views of the Gulf and beach. There are 2 bedrooms, including the master bedroom, and a study on this floor. The master features stunning Gulf views, a king bed, walk-in closet, and an oversized en-suite bathroom with double vanities, a large separate shower, and free-standing soaking tub. Bedroom 2 features a king bed, en suite bathroom with a vanity and walk-in shower, and balcony access with peaking Gulf views. Also located on this floor is a shared half bath and laundry room.brbrbrbrThe Second Level of Living (3rd Floor):brbrFeatures a club room offers direct Gulf views that are truly jaw dropping. It has a wet bar, dining space for 6, a living area, large TV and Nintendo Switch gaming console, half bath, and an oversized balcony. The balcony offers an elevated outdoor living space, with dining and seating options, ceiling fans, and unbeatable views! There are also 3 Bedrooms on this floor. Bedrooms 3 and 4 both feature a king Bed, and an en suite bath with a walk-in shower and vanity. Bedroom 5 is the home’s bunk room featuring custom-built queen over queen bunk beds with built in storage and shelving and an en suite bath with a vanity and a shower/tub combo. Also located on this floor is a shared ½ bath and laundry room.brbrbrbrGetting Around:brbrPrivate Beachfront Home! Enjoy private beach access to the world-famous Siesta Key Beach, with your very own private volleyball court and seating area. You’re also steps to the entrance to Siesta Key Village and its restaurants, entertainment, shopping, grocers, and more. It has a 100% walkability score to everything you need! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary
Bed 5

Bed

Bath 6

Bath

Sleep 12

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Exceptional(1)

$370.42

/ Nightly
Private Vacation Home

The Coastal Nest - Upscale Residential Home!

Siesta Key, Florida, United States

The Coastal Nest by Tropical Sands AccommodationsbrbrWelcome to The Coastal Nest, an upscale three-bedroom, two-bath vacation home tucked away in a quiet residential neighborhood of Sarasota. Designed for comfort and longer stays, this inviting retreat offers a relaxed coastal atmosphere, thoughtful amenities, and a convenient island location ideal for guests seeking a peaceful home base near Sarasota’s renowned beaches, dining, and outdoor activities.brbrWith flexible stay requirements throughout the year and a layout well suited for couples, families, or seasonal visitors, The Coastal Nest delivers an easygoing Florida lifestyle with all the essentials for a comfortable getaway.brbrHighlightsbr• 3 Bedrooms / 2 Bathroomsbr• King bed, 2 Queen bedsbr• Washer and dryerbr• Beach chairs and beach cartbr• Upscale residential homebr• Quiet island neighborhoodbr• Flexible stay requirementsbr• 2 Parking spotsbr• Convenient Sarasota locationbrbrThe Coastal Nest is equipped with practical comforts that enhance everyday living. Beach chairs and a beach cart make trips to the shoreline simple and enjoyable, while the washer and dryer add convenience for longer stays. This home’s thoughtful setup makes it especially appealing for guests planning extended visits to the Sarasota area.brbrInside, the home features a comfortable and welcoming living area designed for relaxing after a day of exploring the coast. The kitchen is well equipped for daily meal preparation and casual dining, offering a functional layout that supports both short and long-term stays. Nearby dining space provides an inviting spot for shared meals, morning coffee, or planning the day ahead.brbrThe primary bedroom offers a restful retreat with a king bed and a private ensuite bathroom featuring a walk-in shower. Two additional guest bedrooms are furnished with queen beds and share a hallway bathroom with a shower and tub combination, providing comfort and convenience for guests or family members.brbrRoom Detailsbr• Primary Bedroom: King bed with ensuite bathroom and walk-in showerbr• Second Bedroom: Queen bedbr• Third Bedroom: Queen bedbr• Hall Bathroom: Full bathroom with shower and tub combinationbrbrAdditional features include beach gear for guest use and in home laundry facilities. Please note that the garage and golf cart are reserved for owner use only.brbrSettle into relaxed island living at The Coastal Nest by Tropical Sands Accommodations. With a comfortable layout, essential amenities, and a prime Sarasota location ideal for seasonal or extended stays, this home is a wonderful place to unwind and enjoy Florida at your own pace. Book your stay today and make The Coastal Nest your next coastal retreat.brbr-brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted.brbrThis property does not allow pets of any kind.brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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. 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 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(97)

$471.65

/ Nightly
Condo

Beachfront Ground Level Suite - Everything is Modern & New

Siesta Key, Florida, United States

The condo has just been completely redone from the studs, and turned out absolutely amazing!! (will have more new phones up late Jan/early Feb 2026.) Might want to get your Feb-April vaca booked now because when the new images are live it's going to book up fast. Everything in the condo is new and custom... including fresh modern new bathrooms!! If you're looking for a relaxing direct beachfront condo that's been newly remodeled you've come to the right place. Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a quiet and relaxed complex on the South end of Siesta Key. We have some of the best ocean views and sunsets on the island! Enjoy free boat docking and Intercostal waters out the front of the condo and gulf front ocean views out the back. Listen to the surf roll onto the beach directly from the Lanai and Master Bedroom. Fisherman's Cove has amenities galore including, a heated pool, shuffleboard and free boat docking for guests. Several restaurants walking distance away, including Turtles on Sarasota Bay and Ophelia's on the Bay. brbrSome of the recent upgrades include: new white kitchen cabinets and Quartz counters with large island. Fresh paint floor to ceiling with all new base molding. New beds, linens and quilts. New sofa, chairs and occasional tables. 65 HD TV's in the family room and Master Bedroom. New Showers and lavatories in both bathrooms! We also just installed new stainless steel appliances.brbrFisherman's Cove Amenities include: brbr* Private stretch on Turtle beach directly behind condo br*Grills for bbq’sbr*shuffleboardbr*Inter-coastal Canal with free docking for guests/direct ocean accessbr* Heated poolbr* Quiet South Siesta Key locationbr* World famous Siesta Key beach with powder sugar quartz sand only a few miles awaybr* A full service Marina and several great waterfront restaurants within walking distance! br* Canoe’s, kayaks & boats available to rent close by.br* Free boat docking for guests br* Free Trolley service to downtown from Turtle Beach parkbrbrSleeping arrangement: Two Master bedrooms with king beds queen Murphy bed! New King bed in Master bedroom - ocean view, King bed in second bedroom- Inter-Coastal Water view, New queen Murphy bed in the lanai. brbrAs the owners of the property we take great pride in the appearance and cleanliness of the condo. We have a very simple check in/out process and want to make sure your vacation is as relaxing and enjoyable as possible. Please have a look at our calendar and see if our available dates work for you. We update the calendar on a very regular basis and chances are if it shows available we can get it booked for you. Please inquire today, we would be happy to have you stay at our oceanfront Siesta Key condo.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(41)

$499.36

/ Nightly
Apartment

Island House Beach Resort 6S

Siesta Key, Florida, United States

This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along with a guest bedroom offering two twin size beds. The unit includes a large living area, a dedicated dining space, and a fully equipped kitchen with all appliances and granite countertops. The condo also features three large flat-screen televisions and central heating and air conditioning for year-round comfort. Step onto the lanai to enjoy gorgeous views of the Gulf of Mexico with truly spectacular scenery with magnificent sunsets that are a sight to behold.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(23)

$828.52

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Condo

Luxurious 3-bedroom condo in beautiful Siesta Key - Residences Of Siesta Key

Siesta Key, Florida, United States

Welcome to Residences of Siesta Key! Professionally managed by Gulf Coast Vacation Rentals, located at the Hyatt Residences on the pristine crystal white sands of Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront complex offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton's and cabanas to shield you from the sun when you want some shade. A complimentary continental breakfast is served daily from 7am to 10am. Valet parking is always included! If luxury is what you want, look no further. This resort lifestyle is waiting for you. Enjoy your time away in this luxurious 3 bed/2bath condo with confidence, you will feel like royalty.br brThis Siesta Key condo is one of our largest rental units and includes stylish furnishings throughout the residence. Enjoy village views from several of the rooms including from your private balcony. Interested in cooking up a feast The unit has top of the line beds, kitchens and baths. The spacious, state-of-the-art chef's kitchen is equipped with a full-sized stainless-steel fridge and freezer, range with gas heat, full-size dishwasher, Italian mahogany-rubbed cabinetry and beautiful quartz countertops. Bar stool seating or the full-sized dining table offer a relaxing space to savor a home-cooked meal prepared by you or our unique chef-in-residence service.br brThe property also features a plush living room with a flat screen TV and a full cable lineup. Pipe your favorite music throughout your condo using the premium Bose sound system. The guest and master bedrooms each offer a plush king-sized Hyatt Grand Bed with imported linens and modern wood-frame furniture. The Master bedroom includes a TV, woven wood-paneled doors that lead into the stylish open-plan en-suite bathroom with his and hers sinks, multi-head rain shower, deep jetted soaking tub and a deluxe Kohler custom bidet with multiple settings.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
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Exceptional(25)

$480.85

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Apartment

Island House Beach Resort 14S

Siesta Key, Florida, United States

This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along with a guest bedroom offering two twin size beds.. The unit includes a large living area, a dedicated dining space, and a fully equipped kitchen with all appliances and granite countertops. The condo also features three large flat-screen televisions and central heating and air conditioning for year-round comfort. Step onto the lanai to enjoy gorgeous views of the Gulf of Mexico with truly spectacular scenery with magnificent sunsets that are a sight to behold.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!
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Exceptional(24)

$252.08

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Condo

Midnight Cove ll - Ground Floor, Water Views, Deeded Beach Access! 113A

Siesta Key, Florida, United States

Just what you have been looking for, this 1400 square foot condo at Midnight Cove ll checks all the boxes. Located on the scenic Intercostal Waterways of Florida with relaxing views of passing boats and beautiful Coastal Birds, even an occasional Dolphin swimming past. Deeded beach access is just across the street.brbrThis 2 Bedroom/2 Bathroom condo is located on the ground floor for easy access and features nicely appointed coastal décor, 50 smart TV in living room, convenient in-unit laundry and fully equipped kitchen with everything needed for your meal preparations and entertainment needs. Enjoy eating in our comfortable dining area or move to the screened lanai and relax while taking in the gorgeous tropical views of the Intercostal waterfront. brbrThis Appleblossom unit features a spacious and comfortable layout with oversized Master Bedroom Suite including full bathroom, walk-in closet, King Size bed, TV and ceiling fan. The private guest room offers two twin beds, TV, ceiling fan and spacious closet. A sofa sleeper in the living room is available for extra sleeping needs. All linens, bath and beach towels are provided for your comfort.brbrMidnight Cove II offers some of the most lush, Tropical grounds on the Key with paver brick paths throughout providing access to our many amenities including gorgeous heated pool for year 'round comfort with ample lounge chairs and tables for guests. The property also includes private docks and boat slips which are available to rent, convenient picnic and barbeque areas, professional tennis and pickle ball courts, basketball area and even a mini gym where you will find a universal machine, elliptical and treadmill.brbrEnjoy a leisurely stroll across the street through MCII's private and secure beach access to award winning Siesta Key beach with crystal white sand and the most beautiful sunsets you've ever seen. Take a short drive or ride the Free Siesta Breeze Trolley to Siesta Village where you'll find plenty of fine dining, casual beach venues, cocktails and entertainment, plus fun shops for adults and kids. Just south of the property you'll find the South Village area with more shops, dining, entertainment and groceries, not to mention yummy ice cream and coffee shops. brbrRENTAL POLICY: Must rent for at least one week. We book Saturday to Saturday only April through July unless other dates are pre-approved through Management. Reach out to us before booking and we may be able to accommodate you.
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Exceptional(2)

$292.69

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Condo

BEAUTIFUL OCEAN VIEW FROM THIS UPDATED OCEAN FRONT BEACH CONDO IN SIESTA KEY

Siesta Key, Florida, United States

Come enjoy the amazing view from this one bedroom unit on the 3rd floor of our A Building - the closest to Turtle Beach. The unit has been completely updated from top to bottom including new lanai windows. You will certainly enjoy the waves and Gulf breeze. The new kitchen with granite counter, bar stools, and new appliances is well-stocked for any chef. The new coastal style furnishings throughout the unit include a sleep sofa for an extra guest or children.brbrBeach chairs, cooler and a beach umbrella are provided. brbrThe unit also provides a full sized washer and dryer and gorgeous tile throughout.brJust bring your groceries and you are ready for a relaxing week on our amazing beach. Turtle Beach is the quiet end of Siesta Key. Local vendors can deliver bikes and kayaks for you to enjoy and Siesta Key has free shuttles and a trolley to experience the island. Siesta Key Village (approx 7 miles north) is known for it's many wonderful restaurants, shopping and bars with great local live talent. brbrThis unit sleeps 4 guests. Seven night minimum and No pets.brbrFisherman’s Cove, Siesta Key Gulf Front! Sandwiched between the Gulf of America and Blind Pass Lagoon which leads to Sarasota Bay, you can enjoy sunning or fishing from the Gulf or Lagoon or kayaking and paddle boarding. Our Siesta Key location on the island’s south end features the best shelling on the island as well. The Gulf waters are only 150 feet from your beachfront lanai. Enjoy romantic sunsets from the comfort of your apartment’s private terrace or directly on the beach. brbrYou can walk south along our beachfront and enjoy at least one mile of undeveloped property. Continue on if you wish for many miles of serenity to Casey Key. brbrBring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for storage.brbrbrEach unit features cable television, high speed internet, fully equipped kitchen, a heated community pool, a clubhouse with library, shuffleboard court, boat slips, kayak launching and assigned parking.
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Exceptional(8)

$485.03

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Apartment

Island House Beach Resort 8S

Siesta Key, Florida, United States

This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along with a guest bedroom with a queen size bed. The unit includes a large living area, a dedicated dining space, and a fully equipped kitchen with all appliances and granite countertops. The condo also features three large flat-screen televisions and central heating and air conditioning for year-round comfort. Step onto the lanai to enjoy gorgeous views of the Gulf of Mexico with truly spectacular scenery with magnificent sunsets that are a sight to behold.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!
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Exceptional(1)

$242.11

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Condo

Midnight Cove II 731F

Siesta Key, Florida, United States

Welcome to Midnight Cove II 731F and we’re thrilled that you’re considering us for your next unforgettable adventure on Siesta Key! This 3rd floor tropical oasis is bursting with charm, nestled in a vibrant community filled with shopping, dining, art, and culture just waiting for you to explore. Hop on the free Siesta Key Breeze Trolley and effortlessly discover local treasures—no parking hassles here! brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• 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• CornholebrbrTake a leisurely stroll to our dedicated beach access and dive into that stunning sand-in-your-toes experience at Crescent Beach on Siesta Beach, celebrated for its spectacular quartz-white sand and dazzling waters. brbrThis spectacular third-floor unit features a fabulous open balcony with breathtaking views of the pool, canal, and marina—ideal for sipping your morning coffee or unwinding with a cocktail at sunset. Our property boasts a heated swimming pool surrounded by a spacious deck, perfect for soaking up the sun in comfort. Enjoy playing on our two tennis courts (one with pickleball lines), basketball court, and taking it easy at the clubhouse or barbecue grilling area. Don’t miss our beautiful observation deck, where you can spot dolphins gliding by in the Intracoastal Waterway!brbrWhy wait Pack your bathing suit and flip flops, and book your stay at Midnight Cove II today! Experience why Siesta Key is a must-visit destination—the perfect home away from home is waiting for you!
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Exceptional(87)

$350.21

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Condo

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key, Florida, United States

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeybrbrLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL brbrFisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and boat docks with access to the Intracoastal Waterway in back. Fisherman's Cove is practically surrounded by water! While not as powdery white as Crescent (Siesta) Beach, it is less crowded and great for collecting shells. NOTE: Because of minimal beach directly in front, access to the beach is at the north end of the property at Turtle Beach.br brThis rare 3-bedroom unit is on the third floor, accessible using the elevator or outside stairwell. This unit has been updated. Flooring is a mixture of modern tile, wood (parquet) in the living spaces and carpet in the bedrooms. The kitchen has solid-surface material countertops with tile backsplash, and modern appliances including refrigerator with through the door ice/water, glass top range and oven, dishwasher and microwave. The kitchen is fully equipped including a range of small appliances. The dining area has seating for six and is located right off the kitchen. The living room is well appointed with leather sectional, accent chair, large flat panel HDTV and an amazing view out to the lanai and the Gulf. The air-conditioned lanai has floor to ceiling glass sliders overlooking the Gulf of Mexico and the beach below. The lanai is furnished with a love seat and 4-person table to let you get comfortable as close to the water as possible.br brSleep at night with the ocean surf right outside your window! The master bedroom has a bay window overlooking the Gulf and beach below. It has a king-size bed, large HDTV, walk-in closet, and en suite - recently updated - bathroom with a large tiled shower. The second bedroom has a king-size bed, and the third bedroom has two twin trundle beds (4 twins). The second and third bedrooms have flat panel HDTVs, and each have a large window overlooking the bay and boat docks. These bedrooms share a recently updated full bath with tiled tub/shower combo.br brThis unit has its own dedicated high-speed broadband WIFI. This unit also comes equipped with a full size washer/dryer. Boat docks are available for guest use at no extra charge!! Bring your boat or rent one after you get here. Keep it right at the condo all week long. (Note; trailers cannot be stored on site)brbrFisherman's Cove is located less than 25 minutes from Sarasota airport, 90 minutes from Tampa, and two and a half hours from Orlando. Tons of great restaurants and golf courses are nearby.brbrFisherman's Cove is on the southern end of Siesta Key at Turtle Beach and is very quiet and un-crowded. The view is to the west for spectacular sunsets! It's not unusual to be able to watch dolphins swim by in the Gulf from the lanai / patio.brbrNote: Rates based on occupancy of 6 - additional occupants $105/week up to max occupancy.
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Exceptional(55)

$314.01

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Private Vacation Home

Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches

Siesta Key, Florida, United States

Beautiful 2 story home with a 2 car garage and pool located in the desirable neighborhood of Bay Isles on the island of Siesta Key. The home has an open floorplan with vaulted ceilings and lots of windows for a spacious, bright and airy feeling. The living room is quite large with a very comfortable sectional sofa, digital flat screen TV and DVD player. Free cable and WiFi are provided. Sliding doors with wooden shutters give access to the outdoor patio and pool area from both the living room and bonus room. Home has a full size washer and dryer just off the kitchen tucked away in a large laundry closet with doors so it is hidden when not in use.brbrThe home sleeps 9 comfortably with 3 bedrooms plus an additional bonus room with pull-down Murphy bed.The master bedroom and bathroom are located upstairs and there are 2 walk-in closets, king size bed, and flat screen TV. The master bath has an oversized jetted spa tub, bidet, shower and separate private toilet area. There are 2 bedrooms, the bonus room, and one bathroom downstairs. One bedroom has a queen bed and a large closet with built in shelves and drawers. The other bedroom has a bunk beds with a twin on top and full (standard) on the bottom, as well as a trundle that makes into a full size bed. The bonus room features a comfortable couch and a pull-down Murphy bed.brbrThe pool is heated (solar), screened in, private and sparkling clean. There are 2 patio areas (upper and lower level). BBQ grill, patio furniture and lounge chairs are also provided.brbrA lot of extras are supplied to help make your vacation here a memorable one, including beach toys, beach chairs, coolers, pool toys & floats, tennis racquets, football & soccer balls, to name a few.brbrThe public beach (lifeguard stands, concession stand, restrooms) is about a 5 minute drive from the home. Take a short 5 minute drive to Siesta Key Village to enjoy great restaurants and clubs with live music, ice cream shop, convenience store, and plentiful shopping.brbrSmall dogs will be considered with a $200 non-refundable pet fee but we must be notified before your reservation can be confirmed. The pet fee is in addition to the online price quote and will be charged before final processing & confirmation.brbrCity of Sarasota Certification of Registration: VR23-00016
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