
Waterfront vacation rentals near Siesta Beach
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Top-rated waterfront rentals near Siesta Beach
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Beachfront Escape – Private Balcony, Gulf Views
Beachfront Bliss — No Streets to Cross, Just Steps from the Sand! Enjoy breathtaking Gulf and sunset views from your private balcony in this spacious, newly updated condo. Featuring a brand-new bathroom and new flooring throughout, this 4th-floor unit (with elevator access) is the perfect retreat for your Longboat Key escape. The condo comfortably sleeps up to 6 guests. Sip your morning coffee or catch dolphin sightings and stunning sunsets from the balcony with 180° view of the Gulf. Elevator.

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.

The Key to a Great Vacation!
Welcome to our one bedroom, one bath (4 piece) main floor condo. Recently renovated. Freshly painted with new furniture, a brand new king size memory foam mattress with contemporary decoration (with queen size pull out couch). Easily accessible with no steps to climb and close, convenient parking right outside the front door. Quiet, peaceful and near both Siesta Key Beach and the condo pool ensure a wonderful vacation. Walk across the street and enjoy one of the best beaches in the world.

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'

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oceanview on Longboat Key!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located 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 onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

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!

Palm Bay Club! Resort Style 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 Keys stylish and affordable Airbnb.
Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

2BR/2BA home w/ heated pool, 5 min to Siesta Key!
Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

Solitude Suite Studio-Siesta Key-Waterfront Resort
Welcome to the Solitude Suite Studio, on Siesta Key. Located in the Solitude Suites on Siesta Key, an adorable small waterfront resort! This is the perfect getaway for 2 people in 1 king bed. Ground floor. Steps to the shared heated pool, Tiki Hut & waterfront dock area. Updated in 2025! Featuring a 65” smart TV, your own A/C, a king sized bed, full bathroom w/shower, coastal decor, closet & kitchenette.
Popular amenities for waterfront rentals near Siesta Beach
Waterfront apartment rentals

Newly Remodeled Beachfront Studio - On the sand!

Condo Kokomo - stay ON the beach in Siesta Key!

Siesta Sunsets Suite

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Longboat Key-OCEAN FRONT- on the beach

Stylish gray condo 6 min from Siesta+ heated pool

Serenity on the Manatee
Waterfront house rentals

Peaceful Braden River Oasis: Guest House

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

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Tranquility on the bay.

Lake Front House with a Pool

Sea Club II Garden House

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Oceanfront home w/sunset views of Sarasota Bay
Waterfront condo rentals

Best Siesta Key Condo

Best views of the beach from your balcony Unit 301

Bayside Sunrise Cottage on Siesta Key!

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Crystal House on Siesta Key Beach

Sarasota Surf & Racquet Club Siesta Key Condo

Luxury 3/3 Margaritaville Resort

Amazing beach view! Entire unit renovated!
Other waterfront vacation rentals

2 BR condo in Siesta Key w/ Private beach access

Modern 1/1.5 Waterfront at The Strand

Coastal Retreat near Siesta Key Beach and Downtown

Beachfront Paradise! Ground level with Heated pool

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

Lagoon, pool, the Dolphin at Siesta Key Bungalows

True Island Living House/beach/water views

Top Floor Beautiful View Condo-Shore To Please
Quick stats about waterfront rentals near Siesta Beach
Total rentals
360 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
330 properties have a pool
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