
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.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. This is a resort that has something for everyone. The Catamaran Bungalow features a bright and airy one bedroom space; with a large living room and full-kitchen. With a king-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The living room has a sofa that turns into a queen size bed, allowing for a max occupancy of three.

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!

Siesta Beachfront Suite
Beach front, Beach view, private beach access makes Siesta Beach Front Suite your island visit a memory of a lifetime! Enjoy a beachfront home with direct beach access, this location will wow you! Nestled in a 7 unit private beach front location you will enjoy the very private beach experience few can imagine. This ground floor unit gives you beach access, beach views, plus your an easy 3 block walk to Siesta Village. Park at your front door walk to the #1 Beach in America out your back door!

Siesta Key Beach Retreat-Heated Pool-Water View
Our Siesta Key condo is the ideal retreat for families seeking both relaxation & adventure. Situated just a short walk from the famous beaches.Ideally located on the Intracoastal Waterway, you can enjoy water views from the great room, lanai, and primary bedroom when you're not enjoying the sandy shores right across the street. After a day at the beach, unwind by the pool or take the elevator to your top-floor condo, where you can enjoy the sunset over the water from the private screened lanai

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.

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...!

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!

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.

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.

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.

Newly renovated condo steps from SK private beach
Siesta Beach House are “Old Florida” style condos featuring a gated entrance to our private beach on the world famous Siesta Key Beach! Experience fun in the sun and on the beach like never before at this newly renovated two-story townhome style condo located just a few hundred feet from the private access beach with beach chairs and lounge chairs provided. In addition to having access to a great beach, guests will also have access to a temperature controlled pool.

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

Beachfront Corner Condo | Sunset Gulf Views

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

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

Serenity on the Manatee
Waterfront house rentals

Beachfront Getaway in Siesta Key

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

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

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

Tranquility on the bay.

Minutes to Siesta Key, heated pool & tiki on water

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub

Sea Club II Garden House
Waterfront apartment rentals

Beach Haven on Siesta Key Beach

Best Siesta Key Condo - Rarely available

Bayside Sunrise Cottage on Siesta Key!

Sarasota Surf & Racquet Club Siesta Key Condo

A&A's Paradise near IMG & Anna Maria beaches

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

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

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

2BR Penthouse - Stunning Beach Views on Siesta Key

Coastal Retreat near Siesta Key Beach and Downtown

Spectacular 2B Condo on Siesta Key Beach

Luxury Canal-Front Home + Heated Pool Near Beach

Johnnys Island Palm | Walk to Beach & Dining

True Island Living House/beach/water views

Beach & Pool Open! Direct Beachfront Condo! Sunset
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 $114 SGD 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
- Rentals with lake access Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Beach house rentals Siesta Beach
- House rentals Siesta Beach
- Rentals with a firepit Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Villa rentals Siesta Beach
- Flat rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Rentals with pools Siesta Beach
- Pet-friendly rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a kayak 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
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Gulfport Beach Recreation Area
- Myakka River State Park
- The Don CeSar
- Lakewood National Golf Club
- Stump Pass Beach State Park




