
Places to stay near Siesta Beach
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

*Recently Updated* Cozy Oasis, centrally located
This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail (perfect for walking, biking...) is less than a 5-minute walk away. The space is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one.

The Turtle Nest-Lanai w/Hot Tub+5mi to beach
🐢Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private-the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

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.

Mid-Century Modern Beach Getaway
Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

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!

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!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Seaside on Siesta Key Beach
Seaside on Siesta is the perfect walkable location to everything you need for a seaside getaway! Located directly across the street Siesta Key Beach. NEWLY RENOVATED in 2025. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village. First floor unit so no need to wait on elevators. The spectacular white quartz beach and crystal clear water awaits you just outside your door! Search "Seaside on Siesta Tour" on Youtube for a video tour.

Oceanview: Open Tonite & Tomm, $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 on 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!

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 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! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Oct SALE! Private Sarasota #1 Luxery beach Villa
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for vacation rentals near Siesta Beach
Condo rentals with wifi

Steps away from beach and village! #1 in Siesta!

Beach Rd, 300ft to Beach Access & 500ft to Village

Siesta Key Ground Floor Condo 2BR On Trolley Line

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

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Near beach. Daily rentals. Pool. king bed

Siesta Key Condo. Checkout our great rates!

Beachfront Escape – Private Balcony, Gulf Views
Family-friendly house rentals

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Ground floor home 2BD2BA garage Pool Private beach

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

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

New remodel- 150 Yds to Beach and Restaurants!

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Private Siesta Beach House Oasis with Heated Pool.
Apartment rentals with air conditioning

Luxury Apartment in a House Near Siesta

Gillespie On The Park, Walk to Downtown

Near Siesta Key Beaches - Quiet 1 BR apt

Cosy “Hide-A-Way Suite” Siesta Key Beach

Funky & Fun Apartment in Central SRQ

Come Enjoy Our Peaceful Retreat

Updated Old Florida Studio Getaway in Central SRQ

Sarasota Downtown close to Lido Beach
Other great vacation rentals near Siesta Beach

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

The Palms Away

Siesta Key Spacious, Modern 2 bed, 2 bath condo

The Village Breeze I- Heated Pool, Walk to Beach!

Siesta Beach Front Suite

Surf Shack- Walk to Village/Boat Dock Included

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key
Quick stats about vacation rentals near Siesta Beach
Total rentals
1.8K properties
Nightly prices starting at
$84 CAD before taxes and fees
Total number of reviews
31K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
1.5K properties have a pool
Destinations to explore
- Luxury rentals Siesta Beach
- Rentals with a firepit Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Pet-friendly rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Villa rentals Siesta Beach
- Rentals with a washer and dryer Siesta Beach
- Family-friendly rentals Siesta Beach
- House rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Rentals with a patio Siesta Beach
- Cottage rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a kayak Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a sauna Siesta Beach
- Beachfront rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel
- Lakewood National Golf Club