
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.

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.

Sea Club II Garden House
This surprisingly spacious 1200sf beach bungalow has been completely renovated in February 2020 from floor to ceiling. You will enjoy 3 spacious bedrooms with a private Master suite, spacious updated eat in kitchen and large family room. The unit is unique with a private deck to relax on at night. Walking distance to private beach access as well as a newly renovated heated salt water Community pool (Shared) on the intercoastal with breath taking views. This is a one of a kind experience.

Sun-Kissed Memories!
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...!

Gulf Front! Beach Views!+ Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️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.

Sarasota Surf & Racquet Club Siesta Key Condo
Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

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.

Siesta Key Beach (OHAB) Townhouse #1 beach
Two bedroom townhouse directly across main part of Siesta Key beach. Large open living area. 65” curved cable tv. Internet. 1400SF. Living area. Heated pool, large pavilion area with grill and tables to accommodate large groups. Tennis courts directly out front door. Newly remodeled kitchen and master bath. Beach chairs, toys and beach cart available. Balconies front and back. Plenty of parking.. 15 minute walk to many local.restaurants .

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.

Beach, Village, Dock & Private Pool! One-of-a-kind
Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!

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

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

Serenity on the Manatee

Siesta Premier Location - The 'Calm of Siesta'

2/2 Beach House Apt on Siesta Key
Waterfront house rentals

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Siesta Key 4BR Waterfront Escape • Spa/Dock Access

Summer House longboat key

Luxury Canal-Front Home + Heated Pool Near Beach

Latitude Adjustment | Waterfront, Walk to Beach!

Oceanfront home w/sunset views of Sarasota Bay

New Villa on Siesta Key! Pool & Walkable to Beach

Sarasota Serenity - Minutes to Beach
Waterfront condo accommodation

Siesta Key Beach front 2 bedroom condo w/ parking

Private Beach & Intracoastal Waterfront

Sea Shell Ocean View On Beach Walk Everywhere Pool

Siesta Key For Me @ The Palm Bay Club

Lake View 1BR Condo | Heated Pool Near Siesta

Sunset and beach view from your balcony Unit 403

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

Beachwalk Townhouse with view of Gulf of Mexico
Other waterfront holiday rentals

Penthouse Expansive Ocean Views

Beachfront Corner Condo | Sunset Gulf Views

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Coastal Retreat near Siesta Key Beach and Downtown

"Little Siesta" - Farm home near Terra Nova

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

Penthouse 20ft to Beach Access, 500ft from Village
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 $131 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
380 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 guests—averaging 4.8 out of 5!
Destinations to explore
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