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Beach house vacation rentals in Siesta Key

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Top-rated beach house rentals in Siesta Key

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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Home in Venice

4.78 out of 5 average rating, 122 reviews

South Venice, FL. Ideal vacation home.

Located in a desirable community of South Venice . Venice, Manasota and Sharky's beaches are located only 5 miles away. The Historic Venice avenue of unique shops, restaurants, special events, Farmer's Market, tennis courts and Children's Fountain are close by. Newly Renovated home in a quite and peaceful area is an ideal place for any season gateway. A great place for biking, running, walking. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).

Home in Bradenton Beach

4.88 out of 5 average rating, 259 reviews

Ohana Beachside 2 BR Bungalow - 150 ft from beach

Aloha and welcome to our Island Home! Here, "Ohana" means family, and that’s exactly how we treat our guests. Our home is crafted for the ultimate beach vacation experience, featuring 2 cozy bedrooms and 1.5 baths. The open kitchen and living area create a spacious, inviting atmosphere for relaxation and fun. Don’t miss out on our fantastic 3rd-floor deck—it’s the perfect spot to watch breathtaking sunsets over the Gulf of Mexico or bask in the sun. Plus, you’re just 150 feet away from steppin

Home in Bradenton

4.97 out of 5 average rating, 116 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

Home in Bradenton

4.87 out of 5 average rating, 117 reviews

IMG golf & close to AMI- Ocean View | Slt Wtr Pool

Welcome to The Beachview @ Bayside in beautiful Bradenton, Florida—a true slice of paradise with stunning views of the inner coastal waterway, Longboat Key, and Anna Maria Island! This spacious beach retreat offers 3 main-level bedrooms and an exclusive Master/Family Suite upstairs, providing the perfect setup for families or groups of friends. Comfort & Relaxation Await Each of the three main bedrooms features a private deck, ideal for sipping your morning coffee or enjoying a sunset cockta

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Home in Sarasota

4.94 out of 5 average rating, 329 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the heated pool and new luxurious outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully remodeled coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

Home in Anna Maria

4.78 out of 5 average rating, 187 reviews

Charming Beach house amongst huge Banyon Trees

Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

Home in Bradenton

4.96 out of 5 average rating, 283 reviews

Casa del Río! Beaches, IMG, Boating, & Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

Home in Pass-a-Grille Beach

4.8 out of 5 average rating, 161 reviews

Steps 2 Beach-Island Cottage w/king bd+2bike+parki

Welcome to the Seashell rental, a hidden gem on Pass-a-Grille Island in St. Pete Beach! Just steps from the beach and crystal-clear waters. Relax in our well-appointed space with a King bed, living room, full kitchen. smart TVs, a step-in shower, and dining nook. Indulge in indoor or outdoor dining on the garden patios. A BBQ grill, 2 beach chairs+ 2 bikes are yours to enjoy! Unwind after beaching, shelling, fishing. Experience Pass-a-Grille's charm with us!

Home in Sarasota

4.82 out of 5 average rating, 164 reviews

Siesta Beach, 5 minutes from downtown.

My place is close to art and culture, restaurants and dining, great views, the Siesta Beach, Turtle Beach, and family-friendly activities. You’ll love my place because of the neighborhood, the comfy bed, the kitchen, and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids). Its located right next to the north bridge to Siesta Beach North Bridge Outlook Park, you can walk to the water.

Home in Venice

4.93 out of 5 average rating, 115 reviews

In Great shape after Milton -Gorgeous Pool! - os

Beautifully decorated 3 bedrooms, 2 bathrooms, attractive family room & open concept kitchen with breakfast room overlooking private pool. On desirable Island of Venice, “Villa Sorrento” is only 8 minute walk to beach. Just under a mile stroll or quick drive to Historic Venice Avenue's unique shops, restaurants. Low-key quiet respectful vacationers only. 2 car max. no visitor parking. No pets. No smoking inside or out

Vacation rentals for every style

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Popular amenities for Siesta Key beach house rentals

Free parking on premises

Air conditioning

Private beach house rentals

Home in Anna Maria

4.8 out of 5 average rating, 81 reviews

Island Oasis on Anna Maria Island off Pine Ave

Home in Isla del Sol

4.91 out of 5 average rating, 33 reviews

Beautiful Waterfront Condo. Private Beach.

Home in Venice

4.9 out of 5 average rating, 52 reviews

The Ripple Inn At Fennario

Home in Siesta Key

4.89 out of 5 average rating, 102 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Home in Venice

4.89 out of 5 average rating, 150 reviews

VENICE Near Beaches/Heated Pool 5 Star LUXE

Home in Siesta Key

4.97 out of 5 average rating, 35 reviews

4BR onSiesta Key Heated Pool Home - 1mile to beach

Home in Holmes Beach

4.87 out of 5 average rating, 103 reviews

New Golf cart + 4bd/3b w pool/2100 sq ft home

Home in Holmes Beach

4.97 out of 5 average rating, 34 reviews

The Pink Chicken by Beach Boutique Rentals

Beachfront house rentals

Home in Ellenton

4.85 out of 5 average rating, 109 reviews

Open Water Home. Bring your boat! Sunset/Sunrise

Home in Nokomis

4.9 out of 5 average rating, 41 reviews

"Jellyfish" at The Shore Beach Houses Resort

Home in Holmes Beach

4.9 out of 5 average rating, 58 reviews

TOES IN THE SAND!

Home in Anna Maria

4.94 out of 5 average rating, 86 reviews

Do you love the beach?

Home in Holmes Beach

4.81 out of 5 average rating, 37 reviews

Welcome to our historic Florida beach HOME

Home in Gulfport

4.75 out of 5 average rating, 171 reviews

2BR- Gulfport Beach House

Home in Bradenton Beach

4.86 out of 5 average rating, 65 reviews

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks

Home in Englewood

4.86 out of 5 average rating, 102 reviews

Lemon Bay Luxury 6 BR Villa with Pool&Tennis Court

Beach house rentals with a pool

Home in Sarasota

4.98 out of 5 average rating, 52 reviews

Sun-filled cottage with pool, walk to beach

Home in Sarasota

4.98 out of 5 average rating, 125 reviews

Gorgeous Home / Heated Pool and Spa

Home in Bradenton

4.98 out of 5 average rating, 47 reviews

IMG Academy-Modern Home Heated Pool Beaches 8 min

Home in Anna Maria

4.99 out of 5 average rating, 102 reviews

1 block to Beach on Pine Ave! Private Heated Pool

Home in Sarasota

4.94 out of 5 average rating, 63 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

Home in Bradenton

4.89 out of 5 average rating, 216 reviews

Beautiful pool home minutes from Anna Maria Island

Home in Holmes Beach

4.94 out of 5 average rating, 65 reviews

Happy Island Cottage - Private Pool

Home in Palmetto

4.98 out of 5 average rating, 41 reviews

Charming Home Near Anna Maria Beach|Pool +Games

Destinations to explore