
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.

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

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!

@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

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'

Oceanfront on LBK!
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 at 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 :-)

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

· King bed . Pool. Daily rentals
New Studio, King Bed, 1 bathroom on Siesta Key is a short walk to beach Access #12 on Siesta key, Own entrance, Free Parking, self contained. #2 Sand dollar Studio , Comes with a microwave, fridge, coffee maker, smart TV Perfect for a couple, No Pets , No Smoking. Pool shared with 2 other villas . Short walk to The Beach, Bars, Restaurants and shopping. Lots of places on your doorstep to rent boats, bikes, kayaks, Paddle boards, Great value
Popular amenities for waterfront rentals near Siesta Beach
Waterfront apartment rentals

Oceanview 2BR Condo with Heated Pool

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 Beach Front Suite

Wave Whisper in Siesta Key

Stylish gray condo 6 min from Siesta+ heated pool
Waterfront house rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

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

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Lake Front House with a Pool

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

Sea Club II Garden House

Oceanfront home w/sunset views of Sarasota Bay

Private Island Old FL Waterfront Heaven on Earth
Waterfront apartment rentals

Best views of the beach from your balcony Unit 301

Bayside Sunrise Cottage on Siesta Key!

The Beach Condo #107 Beachfront Full View

Sarasota Surf & Racquet Club Siesta Key Condo

Luxury 3/3 Margaritaville Resort

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

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Breathtaking Beachfront Views in Siesta Key
Other waterfront holiday rentals

Siesta Key Beach front 2 bedroom condo w/ parking

Beach Haven on Siesta Key Beach

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Beachfront Paradise! Ground level with Heated pool

Coastal Retreat near Siesta Key Beach and Downtown

Amazing beach view! Entire unit renovated!

Top Floor Beautiful View Condo-Shore To Please

*Waterfront house with dock and heated pool
Quick stats about waterfront rentals near Siesta Beach

Total holiday rentals
Explore 360 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 11,930 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
360 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
- Rentals with pools Siesta Beach
- Rentals with breakfast Siesta Beach
- Rentals with a firepit Siesta Beach
- Flat rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Rentals with a sauna Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with a patio Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Beachfront rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a kayak Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Villa rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Cottage rentals Siesta Beach
- House rentals Siesta Beach
- Beach house rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- Manasota Key Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel
- Lakewood National Golf Club




