
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.

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.

Amazing beach view! Entire unit renovated!
The entire unit is completely renovated! Brand new furniture, appliances, and 2 55-in TV. It comfortably sleeps 4 people. This 1 bedroom/1 bath unit include a California king bedroom set in the bedroom, queen and full sleeper sofas in the living room, and pack-n-play for infants. Big lanai area, enjoy amazing views of the ocean. This 3rd-floor unit steps away from #1 Siesta Key beach. This unit is a short distance to siesta key village for restaurants, shops, & entertainment. NO SMOKING!

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!

The Palm Bay Club on Siesta key Beach
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

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.

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 Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

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

Low Tide @ Tides Inn

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

Siesta Beachfront Suite

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

Serenity on the Manatee
Waterfront house rentals

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

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

Beach Haven on Siesta Key Beach

Best Siesta Key Condo - Rarely available

Bayside Sunrise Cottage on Siesta Key!

Crystal House on Siesta Key Beach

Breathtaking Beachfront Views in Siesta Key

Siesta Key Beach (OHAB) Townhouse #1 beach

Beachwalk Townhouse with view of Gulf of Mexico

Sun-Kissed Memories!
Other waterfront holiday rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Penthouse Expansive Ocean Views

Modern 1/1.5 Waterfront at The Strand

Beachfront Corner Condo | Sunset Gulf Views

Dreamview • 1BR - Siesta Key Beach Sunset View

Beachfront Paradise! Ground level with Heated pool

Coastal Retreat near Siesta Key Beach and Downtown

Private Beach Access. Pool. Grill. Siesta Key
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 £67 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 a patio Siesta Beach
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- Waterfront rentals Sarasota County
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- Anna Maria Island
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- The Don CeSar
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