
Beachfront holiday rentals in Sarasota County
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Top-rated beachfront rentals in Sarasota County
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Super Clean Cozy and Quaint steps from the beach
The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.
4.9 out of 5 average rating, 133 reviews
Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.
4.91 out of 5 average rating, 309 reviews
Location,Location,Location-Beachfront-Siesta Key
If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently rated one of the top beaches in the world. Talk about convenient just across the street are restaurants including Captain Curt's and it's award winning clam chowder, grocery, boutiques, and more.
4.97 out of 5 average rating, 91 reviews
Siesta Key Direct Beachfront incl kayaks & SUPs
Ground floor Siesta Key Condo that is directly on Turtle Beach. Photos are all new! This beachfront condo walkouts the back door and you are on the beach facing the gulf. includes use of owners kayaks and Stand Up paddle Bosrds. Boat docks are available for your use. Several restaurants within walking distance of condo or take the free trolley to the middle of the key or the village in the north end. Equipped with beach chairs, umbrella, boogie boards and lots of fun beach toys
4.96 out of 5 average rating, 23 reviews
Our House at the Beach
Our House at the Beach E-204 by Tropical Sands Accommodations 1055 Beach Road, E204, Siesta Key, FL 34242 Welcome to Our House at the Beach E-204, a beautifully remodeled two-bedroom, two-bath vacation condo just steps from world famous Siesta Beach. Located directly across from the powdery white sands and turquoise Gulf waters, this refreshed retreat places you in one of the most desirable spots on Siesta Key. With modern updates throughout and close proximity to the community pool, this
5.0 out of 5 average rating, 7 reviews
Island Time: Open Columbus Day Weekend!
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...!
4.98 out of 5 average rating, 258 reviews
Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
Unwind in this spacious 4BR/2BA Siesta Key getaway, set on a quiet street steps from gated, private beach entry. Enjoy a resort-style shared pool when you're not at the shore, then head out to Siesta Key Village restaurants, shops, and the island's top attractions. ✔ 4 Bedrooms (Sleeps 10) ✔ Private Beach Access ✔ Open Design Living ✔ Renovated Chef's Kitchen ✔ Private Patio & Shared Outdoors (Pool, BBQ, Games, Fire Pit, Lounges) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking Learn more below!
4.91 out of 5 average rating, 131 reviews
Direct Gulf View - Residence 505
SPACIOUS BEACHFRONT LUXURY WITH SWEEPING GULF VIEWS. Situated on the 5th floor, this beautifully designed 4-bedroom, 4.5-bath residence offers stunning, unobstructed views of the beach and Gulf from a private waterfront balcony and expansive floor-to-ceiling windows. The open floor plan includes a fully equipped chef’s kitchen with high-end appliances and all the essentials for entertaining or enjoying quiet nights in. The master bedroom features a king bed, large walk-in closet, and a
5.0 out of 5 average rating, 3 reviews
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.
4.86 out of 5 average rating, 154 reviews
Top Floor Beautiful View Condo-Shore To Please
Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, floor to ceiling brand new windows, queen size sleeper sofa, washer and dryer and balconies off both the living room and dining room. Linens, towels, beach towels and beach chairs are provided. The facilities include a heated pool, tennis/pickleball courts and a covered pavilion with gas grilling area.
4.94 out of 5 average rating, 69 reviews
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.
4.88 out of 5 average rating, 139 reviews
Private Beach | Gulf Views | Pool | Walk to Dining
Wake up to Gulf views, spend the day on the white quartz sand of Crescent Beach, and watch the sunset from your private balcony. Our 2-bedroom, 2-bath condo offers private beach access, a heated pool, beach chairs, umbrellas and towels, plus a fully equipped kitchen and free parking. Restaurants, bars, coffee and ice cream are within walking distance, so you can enjoy Siesta Key without spending your vacation in the car.
4.87 out of 5 average rating, 107 reviewsPopular amenities for beachfront rentals in Sarasota County
Pet-friendly beachfront home rentals

Private Beachside Kitchenette
4.87 out of 5 average rating, 193 reviews
Penthouse Oceanview Mermaid Villa
4.88 out of 5 average rating, 116 reviews
Siesta Beach home w/ private access, walk to town!
4.94 out of 5 average rating, 133 reviews
The Mermaid: Heated Pool, 4 Houses to Beach
4.94 out of 5 average rating, 149 reviews
"The Lost Loon" Oceanfront Cottage by Roxy Rentals
5.0 out of 5 average rating, 54 reviews
Coastal escape w/ BBQ & beach access
5.0 out of 5 average rating, 28 reviews
Manasota Key Beachfront Oasis w/ Private Jacuzzi
4.94 out of 5 average rating, 18 reviews
Gulf Front Escape + Beach Access, Pet Friendly
4.67 out of 5 average rating, 9 reviewsBeachfront home rentals with a pool

Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Beach Retreat - Jamaica Royale Unit #52
4.86 out of 5 average rating, 138 reviews
Siesta Key Beach Front Condo
4.91 out of 5 average rating, 137 reviews
Beachwalk Townhouse with view of Gulf of Mexico
4.79 out of 5 average rating, 110 reviews
Siesta Key Beach Escape
4.9 out of 5 average rating, 145 reviews
Siesta Key Beach Retreat-Heated Pool-Water View
5.0 out of 5 average rating, 31 reviews
Just renovated 2bed/2bath Siesta Key Beach Condo
4.98 out of 5 average rating, 45 reviewsPrivate beachfront home rentals

Siesta Premier Location - The 'Calm of Siesta'
4.94 out of 5 average rating, 143 reviews
Siesta Key Canalfront kayak/ fishing
5.0 out of 5 average rating, 29 reviews
Beach Front Haven
4.8 out of 5 average rating, 65 reviews
Sunsets in Paradise. Walk to Beach & St. Armand's
4.93 out of 5 average rating, 87 reviews
One Block from the Beach Lido Beach Palms 5
5.0 out of 5 average rating, 3 reviews
1 block to Beach | Noon check in | 4pm out
4.83 out of 5 average rating, 6 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 15 reviews
Walk to Beach, 2 Queen suites w/private bathrooms
4.98 out of 5 average rating, 40 reviewsDestinations to explore
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- Anna Maria Island
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- Coquina Beach
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- Vinoy Park
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- Img Academy
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- River Strand Golf and Country Club
- Cortez Beach
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- North Beach At Fort DeSoto Park
- Myakka River State Park
- Lido Beach
- Stump Pass Beach State Park
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