
Beachfront holiday rental in Siesta Key
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Siesta Key

Total holiday rentals
Explore 160 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at $214 AUD per night before taxes and fees

Verified guest reviews
Over 8,020 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
160 of Siesta Key holiday 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 beachfront accommodation in Siesta Key
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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.
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Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests
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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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Island Time: Open July 7 - 10!
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...!
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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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Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach
BeachWalkabilityHospitality

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.
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Gulf Views | Walkable | Spacious
Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise.)
BeachWalkabilityLocation

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Escape to this colorful 2BR beachfront duplex in the heart of Siesta Key, just steps from the beach, restaurants, and local attractions. Enjoy modern comforts, a private cabana with a hot tub, and access to a shared pool—perfect for couples, families, and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!
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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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Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.
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Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
WalkabilityViewIndoor spaces
Popular amenities for Siesta Key beachfront rentals
Pet-friendly beachfront home rentals

Heated Pool, Hot Tub, Game Room, Steps to Beach!
BeachWalkabilityDecor

Steps2Beach-Walk everywhere-Bikes & gear Included
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Holiday House | Steps to Siesta Beach
BeachWalkabilityLocation

Do you love the beach?
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"The Lost Loon" Oceanfront Cottage by Roxy Rentals
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Luxury Seashell Oceanfront Condo with Pool
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Walk to it all! Restaurants + Heated Pool +Beach!
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AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
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Beachfront home rentals with a pool

6 Siesta Breakers - Condo, Ocean View, Heated Pool
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The Honeymoon Suite on Siesta Key Beach
BeachWalkabilityFamily

Siesta Dunes 1st Floor Beach Front Retreat
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Black Pearl! NEW! Block and half to Beach!
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Siesta Key For Me @ The Palm Bay Club
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Sarasota Surf & Racquet Club Siesta Key Condo
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Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
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Private Beach Siesta Key Resort Jamaica Royale
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Private beachfront home rentals

2BR Penthouse - Stunning Beach Views on Siesta Key
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Cozy Coastal Getaway 2 min Walk to Beach & Village
BeachWalkabilitySleep quality

Located Directly on World Famous Siesta Key Beach!
BeachWalkabilityWi-Fi

New! Heated Pool • Shopping • Pine Ave • Beaches!
BeachWalkabilityNearby

Manasota Bayview – Pool, Dock, Beach, Sleeps 10
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Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games
BeachWalkabilityLaundry

Amazing beach view! Entire unit renovated!
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Beach Front Haven
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When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $384 AUD | $539 AUD | $639 AUD | $481 AUD | $392 AUD | $392 AUD | $395 AUD | $354 AUD | $295 AUD | $318 AUD | $364 AUD | $385 AUD |
| 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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- Beachfront rentals Sarasota County
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Jannus Live
- Img Academy
- Cortez Beach
- North Beach At Fort DeSoto Park





