
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.

Beachfront condo in paradise with hot tub AMI
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

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 dƩcor. 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.

Private Beach Access - Spacious & Modern Gem!
Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, itās safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.

Oceanfront LBK: Relax & Recharge!
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. Youāll 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

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.

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

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub
Discover your perfect Siesta Key getaway in this vibrant 3BR, pet freindly duplex in the peaceful South Village. Just steps from the Gulf Coast beaches, this private retreat blends colorful dĆ©cor, modern comfort, and playful outdoor fun. Lounge by the private š”ššššš š©šØšØš„, soak in the š”šØš šš®š, or enjoy the backyard murals perfect for families, groups, and beach lovers. Book now for an unforgettable stay! <b>ā Private Pool ā BBQ Grill ā Easy Beach Access</b>

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

Beachfront Corner Condo | Sunset Gulf Views

Low Tide @ Tides Inn

Siesta Sunsets Suite

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

Cozy Condo in Siesta key with boat dock
Waterfront house rentals

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

Sea Club II Garden House

Waterfront Pool Home Steps to Beach

Oceanfront home w/sunset views of Sarasota Bay

Superhost! Fully Renovated Sarasota Home
Waterfront apartment rentals

Best Siesta Key Condo - Rarely available

Bayside Sunrise Cottage on Siesta Key!

Siesta Key For Me @ The Palm Bay Club

Luxury 3/3 Margaritaville Resort

Sarasota Surf & Racquet Club Siesta Key Condo

Sunset and beach view from your balcony Unit 403

ā Right on the beach ā Relax and Enjoy ā„ Sunsets!

Siesta Key Beach (OHAB) Townhouse #1 beach
Other waterfront holiday rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Dreamview ⢠1BR - Siesta Key Beach Sunset View

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Coastal Retreat near Siesta Key Beach and Downtown

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

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 £66 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 ā averaging 4.8 out of 5!
Destinations to explore
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- Waterfront rentalsĀ Sarasota County
- Waterfront rentalsĀ Florida
- Waterfront rentalsĀ United States
- Anna Maria Island
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Gulfport Beach Recreation Area
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar
- Lakewood National Golf Club
- Stump Pass Beach State Park




