
Waterfront holiday rentals near Siesta Beach
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

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.

Oceanfront: Open Thusday, $203/nt!
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...!

Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

Siesta Key condo, beach access, heated pool
This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki bar, or try your luck fishing on the pier, all while viewing the boats on the intercoastal! Included is private deeded beach access that is just a easy 5 min walk. Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. 65" tv free wifi Netflix Disney+. Boat slip available up to 24'

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ FREE pool, kayaks, table tennis & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private screened lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Siesta Key For Me @ The Palm Bay Club
🏖️ Newly Renovated Siesta Key Condo | Ocean + Bay Views | Sleeps 6 📍 Bayside Suite at The Palm Bay Club | Walk to Beach ✨ ALL-NEW RENOVATIONS MAY 2025! Brand new bathrooms, flooring, doors, trim, granite countertops & more—be among the first to enjoy our stylish upgrade! Welcome to Condo #310 at The Palm Bay Club—a 2BR/2BA bright and breezy bayside condo with water views, modern upgrades, and private beach access just a short walk away. Sleeps up to 6 guests comfortably.

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. Enjoy 2 free bikes day rental with booking!

Sea Shell Ocean View On Beach Walk Everywhere Pool
Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 325+ reviews that ave FIVE STAR!

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Bayside Sunrise Cottage on Siesta Key!
Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, stocked with everything but your clothes and toothbrush.

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.
Popular amenities for waterfront rentals near Siesta Beach
Waterfront apartment rentals

Low Tide @ Tides Inn

Newly Remodeled Beachfront Studio - On the sand!

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Longboat Key-OCEAN FRONT- on the beach

Siesta Beachfront Suite

Stylish Gray 2nd-Floor Condo w/ Heated Pool | 1BR

Cozy Condo in Siesta key with boat dock
Waterfront house rentals

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Beach, Village, Dock & Private Pool! One-of-a-kind

Summer House longboat key

Bradenton Gem | IMG & AMI | King Ste + Beach Gear

Tranquility on the bay.

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Minutes to Siesta Key, heated pool & tiki on water

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub
Waterfront apartment rentals

Beach Haven on Siesta Key Beach

Best Siesta Key Condo-Special December pricing

Sundeck, 20ft to Beach Access, 500ft from Village

Amazing beach view! Entire unit renovated!

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beach & Pool Open! Direct Beachfront Condo! Sunset

100 ft to Beach – 1BR Siesta Key Escape

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Other waterfront holiday rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Private Beach Access - Spacious & Modern Gem!

Beachfront Paradise! Ground level with Heated pool

Coastal Retreat near Siesta Key Beach and Downtown

the Seaside 21

Breathtaking Beachfront Views in Siesta Key

Beachfront Studio Retreat on Anna Maria Island

Top Floor Beautiful View Condo-Shore To Please
Quick stats about waterfront rentals near Siesta Beach

Total holiday rentals
Explore 380 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 12,470 verified reviews to help you choose

Family-friendly holiday rentals
310 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
380 of Siesta Beach holiday rentals include wifi access

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

4.8 Average rating
Siesta Beach stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Siesta Beach
- Rentals with a firepit Siesta Beach
- Rentals with pools Siesta Beach
- Townhouse rentals Siesta Beach
- Beachfront rentals Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with breakfast Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a patio Siesta Beach
- Villa rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Beach house rentals Siesta Beach
- Flat rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Rentals with outdoor seating Siesta Beach
- House rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Family-friendly rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- St Pete Beach
- Englewood Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Myakka River State Park
- Lakewood National Golf Club




