
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.

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.

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

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!

Beach Bliss: Discounted August & September!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

Beach Retreat - Jamaica Royale Unit #52
Casually elegant condo fully remodeled in 2025, and very close to beach! One bedroom, one bath unit includes quartz kitchen counters, new appliances, king bed and relaxing patio. Perfect size for 2 guests! No need to cross busy roads to get to stunning white sand; just a 5 -10 minute walk along lush grounds which boast 3 heated pools. Beach gear provided, and unit is stocked with linens and kitchen utensils. Minutes away from Siesta Village and other wonderful dining and activities.

Private Beach Siesta Key Resort Jamaica Royale
Jamaica Royale is a Beach Front Oasis, offering a private community with our own beach access and 3 heated pools . Enjoy our sidewalks, directly to the beach with no roads to cross; only residents are allowed onto the property, offering a family-safe paradise! Put your toes in the white sands of Siesta Key, where we have a private beach pavilion and lounge chairs! Look at our overview, to see our excellent location! We are in the first set of villas, closest to the beach.

Cozy Coastal Getaway 2 min Walk to Beach & Village
Steps away (2+ min walk / Beach Access #3 & #4) from the #1 beach Siesta Key and to the many restaurants, bars, and shops in local village. Relax & recharge at this peaceful cozy coastal 1bd /1ba Siesta Key condo w/ queen Sofa sleeper. Fully stocked upstairs unit w/ private balcony & great natural lighting + a community deck w/ grill & fire pit. Beach gear provided: beach chairs, umbrella, cooler bags, sunscreen, toys. The warm sun, white sand & ocean waves await you!

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.

Private Beach with Loungers · 2 Pools & Bay Views
Beachside convenience for families, groups and remote workers who want effortless sand days and active resort living. This oversized renovated 2‑bed, 2‑bath condo in a gulf-to-bay complex offers bay views, two heated pools and a heated spa, on-site gym and courts, provided beach chairs, umbrella and wagon, free parking and keypad self check-in. Walk to Siesta Key Beach and catch the island trolley steps away for dining and shops.

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.

Siesta Key Oasis with Gulf Views
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 5th floor unit has an extra large lanai that provides some of the best Gulf views on Siesta Key! 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year!
Popular amenities for beachfront rentals near Siesta Beach
Pet-friendly beachfront home rentals

Bougie Beach Bungalow – Siesta Key, Florida

Newly Remodeled Beachfront Studio - On the sand!

Siesta Serenity ~ Pool/Waterslide/Waterfront

NEW! w/ Pool - The Pearl Unit 2 on AMI

Do you love the beach?

Siesta Key Beach | Remote Worker Friendly | Bikes

Coastal escape w/ BBQ & beach access

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
Beachfront home rentals with a pool

Siesta Key - Private Beach Access - 2BR Retreat

Cozy 1BR Beach Condo on Siesta Key!

Gulf Views | Walkable | Spacious

Siesta Dunes 1st Floor Beach Front Retreat

Siesta Key For Me @ The Palm Bay Club

The Beach Condo #107 Beachfront Full View

Sarasota Surf & Racquet Club Siesta Key Condo

Breathtaking Beachfront Views in Siesta Key
Private beachfront home rentals

Located Directly on World Famous Siesta Key Beach!

Just renovated 2bed/2bath Siesta Key Beach Condo

Siesta Key Beachfront • 2BR Condo w/ Pools & Views

Beach Front Haven

Parrots beach bungalow

Lido Bungalow Walk to Beach & St. Armands Circle

2B/2BA Penthouse End-Unit Condo

Top Floor Beautiful View Condo-Shore To Please
Luxury beachfront home rentals

Casa Bella Vita | Walk to Crescent Beach!

TOES IN THE SAND!

Direct Beach, Pool & Gulf Sunsets

Longboat Key-OCEAN FRONT- on the beach

Gulf front screened lanai, best sunset views AMI

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

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

Gertrude’s Siesta | Pool, Jacuzzi, 1 Min to Beach!
Quick stats about beachfront rentals near Siesta Beach

Total vacation rentals
Explore 220 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 8,440 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
220 of Siesta Beach vacation rentals include wi-fi 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!
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