
Condo vacation rentals in Siesta Key
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Quick stats about condo rentals in Siesta Key

Total vacation rentals
Explore 1,040 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 18,110 verified reviews to help you choose

Family-friendly vacation rentals
880 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
860 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
1,030 of Siesta Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Siesta Key
Guests agree: these condos are highly rated for location, cleanliness, and more.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on Siesta Key, the #1 beach in the country! Gorgeous newly renovated one-bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises
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2 Bed/2 Bath Condo Resort View on Siesta Key Beach
Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall
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The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.
ValueFamilyView

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.
LocationValueAir conditioning

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.
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Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.
ValueFamilyAccess

Island Time: Discounted August & September!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!
FamilyValueOutdoor spaces

Beach Retreat - Jamaica Royale Unit #52
Casually elegant condo fully remodeled in 2025, and very close to beach! One bedroom, one bath unit includes quartz kitchen counters, new appliances, king bed and relaxing patio. Perfect size for 2 guests! No need to cross busy roads to get to stunning white sand; just a 5 -10 minute walk along lush grounds which boast 3 heated pools. Beach gear provided, and unit is stocked with linens and kitchen utensils. Minutes away from Siesta Village and other wonderful dining and activities.
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Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!
FamilyValueSleep quality

The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.
ValueFamilyIndoor spaces

Private Beach with Loungers · 2 Pools & Bay Views
Beachside convenience for families, groups and remote workers who want effortless sand days and active resort living. This oversized renovated 2‑bed, 2‑bath condo in a gulf-to-bay complex offers bay views, two heated pools and a heated spa, on-site gym and courts, provided beach chairs, umbrella and wagon, free parking and keypad self check-in. Walk to Siesta Key Beach and catch the island trolley steps away for dining and shops.
ValueFamilyNearby

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.
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Popular amenities for Siesta Key condo rentals
Condo rentals with a pool

Cottage on Siesta Key Beachside & Stunning sunsets
LocationFamilyGrill

Siesta Key Serenity At The Palm Bay Club
FamilyLocationPool

[Beach Elements] pool view + private beach & bikes
FamilyValueBathroom

5209B Calle Menorca - Siesta Key Village Condo
ValueLocationBackyard

Beach Condo with Quiet, Private Beach
LocationFamilyAmenities

Siesta Key Beach Escape
ValueLocationBeach

Perfect Location in Siesta Key
ValueLocationComfort

Siesta Key For Me @ The Palm Bay Club
LocationValueKitchen
Pet-friendly condo rentals

Hidden Gem Studio · Near Siesta Beach (5 min)
LocationFamilyPets

Siesta Key Condo: Beach, Pool & Village Fun!
ValueFamilyParking

Lake View 1BR Condo | Heated Pool Near Siesta
LocationValueCheck-in

Steps to the beach! Condo with pool at The Terrace
ValueLocationTV

Short walk to beach 4, King bed, Dog Friendly
LocationFamilyCheckout

Short Stroll to the Surf! ~ Make Memories on AMI
FamilyLocationShared spaces

Luxury 3/3 Margaritaville Resort
LocationValueParking

Private Beachside Kitchenette
ValueLocationAccess
Weekly condo rentals

Enchanting Coastal Ambiance & Breathtaking Sunsets
FamilyLocationWalkability

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
ValueLocationParking

Oceanview Penthouse |1-Min Walk to Beach + Terrace
FamilyLocationSleep quality

Siesta Key Beach Front Condo
FamilyLocationHospitality

1 Bed Cottage, Full Remodel, Beach Access #7, Walk
LocationValueCondition

Siesta Dunes 1st Floor Beach Front Retreat
LocationFamilyQuiet

*NEW* Resort Amenities and Beach Access
FamilyLocationSleep quality

Condo on Siesta Beach with a view!
FamilyLocationHospitality
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 955 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 852 | ﺩ.ﺇ 863 | ﺩ.ﺇ 746 | ﺩ.ﺇ 661 | ﺩ.ﺇ 635 | ﺩ.ﺇ 650 | ﺩ.ﺇ 731 | ﺩ.ﺇ 852 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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