
Waterfront vacation rentals in Lido Key
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Top-rated waterfront accommodations in Lido Key
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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!
4.88 out of 5 average rating, 146 reviews
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.
4.95 out of 5 average rating, 146 reviews
Adorable Cozy Silver Sands Cottage on Siesta Key!!
Wake up with a few minutes' walk to the world-famous, white crystal sand Siesta Key Beach with access across Midnight Pass Rd. Return to a bayside, quaint cottage with a heated pool, Tiki hut, fishing pier, & boat basin, directly on the Intracoastal Waterway. One of a few remaining small communities with Old Florida charm. Ground floor with close, free parking. Open porch swing. Blackout shades in BR, WiFi, high-def tv's, Keurig & reg coffee maker, full kitchen, outdoor shower.
4.88 out of 5 average rating, 202 reviews
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.
4.79 out of 5 average rating, 110 reviews
Beach Bliss!
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...!
5.0 out of 5 average rating, 125 reviews
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!
4.94 out of 5 average rating, 143 reviews
@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)
4.95 out of 5 average rating, 425 reviews
Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.
4.97 out of 5 average rating, 397 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.
4.98 out of 5 average rating, 128 reviews
Best Gulf Coast Condo w/Private Beach & Bay view
Experience the best of Florida’s Gulf Coast in this bright, spacious condo with an open floor plan and everything you need for a relaxing stay. Enjoy the rare best of both worlds location with direct access to a private white-sand Gulf beach and Intracoastal waterfront views right behind the property. Amenities include a heated pool, BBQ area, fishing dock, and boat dock. Quiet, peaceful resort. Owner-managed; monthly stays include a complimentary second cleaning. 🌴
4.86 out of 5 average rating, 205 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
Siesta Key Quaint Beach House
This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.
4.97 out of 5 average rating, 114 reviewsPopular amenities for Lido Key waterfront rentals
Waterfront apartment rentals

Private Garden Apartment with Heated Pool | 1BR
4.86 out of 5 average rating, 106 reviews
Serenity on the Manatee
4.97 out of 5 average rating, 471 reviews
Solitude Suite Studio-Siesta Key-Waterfront Resort
4.78 out of 5 average rating, 356 reviews
Siesta Key Condo. Sit by the water !
4.71 out of 5 average rating, 196 reviews
Longboat Key-OCEAN FRONT- on the beach
4.96 out of 5 average rating, 125 reviews
· King bed . Pool. Daily rentals
4.85 out of 5 average rating, 390 reviews
Studio - On the sand! Right on the beach. Sunsets
4.92 out of 5 average rating, 157 reviews
"Dream Away" at The Beach Dreams Resort
4.85 out of 5 average rating, 213 reviewsWaterfront house rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
4.98 out of 5 average rating, 130 reviews
Beachfront Getaway in Siesta Key
4.78 out of 5 average rating, 567 reviews
Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
4.91 out of 5 average rating, 131 reviews
Private Island Old FL Waterfront Heaven on Earth
4.98 out of 5 average rating, 124 reviews
Lake Front House with a Pool
4.94 out of 5 average rating, 181 reviews
Lakefront Getaway in Sunny FL
4.9 out of 5 average rating, 101 reviews
Private 30’ Pool &Boat Dock & Only Steps to Beach
4.95 out of 5 average rating, 209 reviews
Lovely Home by Sarasota Bay
4.97 out of 5 average rating, 122 reviewsWaterfront condo rentals

Beach Condo with Quiet, Private Beach
4.98 out of 5 average rating, 110 reviews
Bayside Sunrise Cottage on Siesta Key!
4.88 out of 5 average rating, 119 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Sarasota Surf & Racquet Club Siesta Key Condo
4.82 out of 5 average rating, 152 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 139 reviews
Beachfront Resort, Ocean View, Pool, Tennis, Gym
4.9 out of 5 average rating, 243 reviews
Come to the Sea and Stay on the Key!
4.75 out of 5 average rating, 240 reviewsDestinations to explore
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