
Beachfront rentals near Siesta Beach
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Top-rated beachfront rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

Quiet Siesta Key | Gated Beach Access – Steps Away
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, it’s 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.

The Mermaid: Heated Pool, 4 Houses to Beach
This apartment is a first-floor unit with an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is a washer/dryer in the apartment. Beach chairs and umbrellas are supplied to you at no charge. This is a duplex and has another 1 bedroom 1 bath apartment above you.

Oceanfront LBK: Open Tuesday, $175/nt + Fees!
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!

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

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

Siesta Key Beach Escape
Siesta key beach is consistently one of the top three beaches in the USA. My condo is within view of the beach and a short walk to the quaint little village. This roomy end unit has two large bedrooms, each with its own bath and walk-in closet. There is a dining room, living room, and large lanai. Walk the beach, jump in the saltwater pool, use the exercise room or enjoy the tennis and pickleball courts. No matter what you do you'll enjoy this magical place.

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!

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.
Popular amenities for beachfront rentals near Siesta Beach
Pet-friendly beachfront home rentals

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Dreamview • 1BR - Siesta Key Beach Sunset View

Summer House longboat key

Noko Life on Shore T

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

Barefoot Boho- Bungalow on the Beach!

AMI Bridgeport 202 -Beach View Retreat+Resort Pool

Walk 2 blocks to Beach + Private Pool + King Beds!
Beachfront home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Beachfront Getaway in Siesta Key

Bayside Sunrise Cottage on Siesta Key!

Adorable Cozy Silver Sands Cottage on Siesta Key!!

2 DAYS JAN! Sarasota #1 Luxury Villa w/PRIV BEACH!

Private Beach Siesta Key Resort Jamaica Royale

Breathtaking Beachfront Views in Siesta Key

Siesta Key #1 Beach, pickle ball & tennis paradise
Private beachfront home rentals

Beachfront Corner Condo | Sunset Gulf Views

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Spectacular 2B Condo on Siesta Key Beach

Amazing beach view! Entire unit renovated!

Beach & Pool Open! Direct Beachfront Condo! Sunset

Siesta Key Beach - Crescent Royale

Modern Lido Key Studio-Steps to Beach & Kayaking
Luxury beachfront home rentals

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

Spectacular Siesta Key Beachfront Condo

615 Luxury Condo With Ocean View, Heated Pool +++

Cozy Coastal Getaway 2 min Walk to Beach & Village

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Longboat Key-OCEAN FRONT- on the beach

Villa Vista Mare | Gorgeous Home w/ Views of Gulf!
Quick stats about beachfront rentals near Siesta Beach

Total vacation rentals
Explore 170 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at G$20,912 GYD per night before taxes and fees

Verified guest reviews
Over 7,690 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
170 of Siesta Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Beach rentals

4.9 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.9 out of 5!
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