
Places to stay near Siesta Beach
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Top-rated holiday rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

5 minutes to private Siesta Key Beach + 2 pools
Escape to this luxurious 1st-floor condo on Siesta Key, just 5 minutes from the award-winning Siesta Key Beach. Enjoy private access to its soft, white sand and turquoise waters. Perfect for families, the condo offers two heated pools, lighted tennis and pickleball courts, a fishing pier, gym, and sauna for endless fun and relaxation. Nestled in a tropical setting, it’s the ideal spot for your beach vacation, staycation, or a peaceful getaway. Everything you need for an unforgettable experience!

Luxurious Private Retreat - Your Siesta Key Oasis!
Your dream vacation awaits with a renovated, spacious, and private single-level house. It's a perfect getaway for a relaxing vacation! Enjoy all the comforts of home while being just a short walk away from restaurants, bars, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and tropical gardens, this retreat offers tranquility and serenity. The community boasts a large heated pool and intercoastal waterway pier, ideal for afternoon fishing or sunset beverages!

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.

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Luxury Apartment in a House Near Siesta
Large modern construction 950 sq ft 1 bedroom apartment. Beautifully furnished apartment attached to the side of the main house. This upstairs unit has a private entrance with a modern interior & high ceilings. The apartment offers 1 King bed, full kitchen, a bathroom w shower, a washer and dryer, 2 tvs. Nestled on a quiet street with easy access to Siesta Key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Guest must be able to climb one flight of stairs

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!

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. An additional queen sofa-bed allows accommodations for three guests.

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Oceanfront on LBK OpenTomm $95/nt+Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located 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 onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort!

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 holiday rentals near Siesta Beach
Apartment rentals with wifi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Cozy 1BR Beach Condo on Siesta Key!

Crystal House on Siesta Key Beach

Private Beach Siesta Key Resort Jamaica Royale

Sunset and beach view from your balcony Unit 403

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo

Cottage on Siesta Key Beachside & Stunning sunsets
Family-friendly house rentals

Your private retreat near Siesta Key Beach.

Comfortable + Functional Private Studio Apartment

New remodel- 150 Yds to Beach and Restaurants!

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

Dog-Friendly Pool Home Close to Beaches

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Living The Dream - Heated Pool + Mini Golf +Swings

1 Bed 1 bath 7 mins to the beach
Apartment rentals with air conditioning

December Special! only $150/night!

Near Siesta Key Beaches - Quiet 1 BR apt

Longboat Key-OCEAN FRONT- on the beach

Lido Key FL Studio/Efficiency 5

Updated Old Florida Studio Getaway in Central SRQ

ROYS PLACE Romantic, Private, Paradise!

Modern Private Apartment 1 Block from Sarasota Bay

Serenity on the Manatee
Other great holiday rentals near Siesta Beach

Enchanting Coastal Ambiance & Breathtaking Sunsets

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Toes In The Sand | Private Pool, Walk to Beach!

The Palms Away

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Beachfront Paradise! Ground level with Heated pool

Walk to Siesta Key Beach 100 feet!

Poolhouse 1/1, 4 min from Siesta
Quick stats about holiday rentals in Siesta Beach

Total holiday rentals
Explore 1,800 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 30,580 verified reviews to help you choose

Family-friendly holiday rentals
1,450 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
1,510 properties feature pools

Rentals with dedicated workspaces
800 properties have a dedicated workspace

Wifi availability
1,790 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 – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Siesta Beach
- Rentals with a firepit Siesta Beach
- Beach house rentals Siesta Beach
- Cottage rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a hot tub Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a sauna Siesta Beach
- Rentals with pools Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with outdoor seating Siesta Beach
- House rentals Siesta Beach
- Flat rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Family-friendly rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Villa rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Don CeSar Hotel
- Point Of Rocks




