
Waterfront holiday rentals near Siesta Beach
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Top-rated waterfront rentals near Siesta Beach
Guests agree: these stays 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 dĂŠcor. 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.

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.

Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. Youâll 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!

Island Time on LBK!
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 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'

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
đđWelcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! đď¸Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

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. If we are booked check out our additional units under our profile.

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.

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Stay at a vibrant 2BR beachfront duplex in the heart of Siesta Keyâjust steps from the sand, dining and local attractions. This colorful retreat blends modern comfort with fun outdoor living, featuring a private cabana with hot tub and a shared pool. Perfect for couples, families and beach lovers. â Shared pool â Steps to the beach â Pet-friendly â BBQ area â Private hot tub â Pets allowed â Wifi & Free parking Your perfect seaside escape awaits!

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8âminute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether youâre here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Siesta Key Quaint Beach House
This home, built in the 1950âs, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. Itâs only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

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 accommodation

Beachfront Corner Condo | Sunset Gulf Views

Low Tide @ Tides Inn

Newly Remodeled Beachfront Studio - On the sand!

Condo Kokomo - stay ON the beach in Siesta Key!

Sweet Retreat at Shorewalk!

Siesta Key - Poolside Suite - Studio - Free kayaks

Longboat Key-OCEAN FRONT- on the beach

New Modern Longboat Key*5 Steps to Sand*Heatd Pool
Waterfront house rentals

Beachfront Getaway in Siesta Key

Shore Side Suites

Siesta Serenity ~ Pool/Waterslide/Waterfront

Summer House longboat key

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

Luxury Canal-Front Home + Heated Pool Near Beach

Sea Club II Garden House

True Island Living House/beach/water views
Waterfront condo accommodation

Best Gulf Coast Condo w/Private Beach & Bay view

Siesta Key For Me @ The Palm Bay Club

Crystal House on Siesta Key Beach

Sarasota Surf & Racquet Club Siesta Key Condo

KING Bed + Anna Maria Island Beaches + Beach Gear!

Sunset and beach view from your balcony Unit 403

â Right on the beach â Relax and Enjoy ⼠Sunsets!

Siesta Key Beach (OHAB) Townhouse #1 beach
Other waterfront holiday rentals

2BR Penthouse - Stunning Beach Views on Siesta Key

Penthouse Expansive Ocean Views

Siesta Dunes 1st Floor Beach Front Retreat

"Little Siesta" - Farm home near Terra Nova

Johnnys Island Palm | Walk to Beach & Dining

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Beach Front Haven

Beachfront 180-Degree View, Walk to Village!
Quick stats about waterfront rentals near Siesta Beach

Total holiday rentals
Explore 480 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $168Â AUD per night before taxes and fees

Verified guest reviews
Over 13,170 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
480 of Siesta Beach holiday rentals include Wi-Fi 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 guestsâaveraging 4.8 out of 5!
Destinations to explore
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