
Beach House rentals near Siesta Beach
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Top-rated beach house rentals near Siesta Beach
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Location! Beach Access/Trolley/ Restaurants!
📣‼️Location, Location! Welcome to “Island Pearl” 🐚 on Anna Maria Island, where you can leave the car behind! This stylish retreat features a heated pool and is nestled in the heart of the action! 🌴The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. 🏖️Beach access is situated just across the street! Fish from the Bay or catch a sunset while dining at the infamous Beach House Restaurant on Gulf Drive. Many restaurants, bars, and shopping are just a short walk away! 🛍️💃

Luxury 3BD Beachfront Retreat with Heated Pool!
Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view
Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Siesta Sunset Villa
Recently renovated & steps to the beach. Luxurious Beachfront Villa on Siesta Key. Discover the ultimate beachside vacation at our exclusive villa located on the pristine sands of Siesta Key. With breathtaking views of the Gulf of Mexico, this villa offers a perfect blend of luxury, comfort, and convenience. Step out your door onto a private access to the soft, powdery sands of Siesta. Enjoy expansive living spaces with windows that flood the villa with natural light and stunning sunset views.

Colorful & Comfy Beach Gem: ~ Pool ~ Hot Tub ~ BBQ
Step into the stylish 2BR 2BA beachfront oasis in the heart of Siesta Key. It promises a relaxing retreat just a few steps from the sunny beach, restaurants, shops, exciting attractions, and water activities. The colorful design and breathtaking outdoors will leave you in awe. ✔ 2 Comfy BRs (Sleeps 10) ✔ Open Design Living ✔ Full Kitchen ✔ Private Patio & Cabana (Hot Tub, Lounge, TV, BBQ) ✔ Shared Backyard (Saltwater Pool, Tiki Hut) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical 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. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Gulf Beach Front! Walk to Restaurants + 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.

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street
Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Beachfront Complex! Heated Pool~Pool View! Updated
Coconuts Unit 102 features a king bed, sleeper sofa, professional linen service, fully stocked kitchen, 75" smart TVs in the living room and bedroom, and a private fenced in poolside patio. Located in a Gulf-front complex with a heated shared pool, BBQ grill, beachfront/poolside loungers, coin laundry, and 1 dedicated parking space—all just steps from the beach! Perfect for a relaxing coastal getaway—just bring your sunscreen and unwind!

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach
Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

Siesta Beach home w/ private access, walk to town!
Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, 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 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for beach house rentals near Siesta Beach
Beach house rentals with a pool

3BR waterfront pool home, family friendly, WIFI

Bean Pt. Bungalow 2 - Half duplex w/ private spool

Cottage on Lido Key - One block to Beach, Pool

Boathouse Cottage, Sweet 2 BR 1B with Private Pool

Combined Beachfront Bliss - Aloha Kai #24 & #24N

Mainsail Beach Inn 2 Bedroom

#1 Siesta Key Beach Pool GlassHouse, w/supplies

Wildflower Inn Siesta Key #3 Orchid
Private beach house rentals

Private Home Directly on Siesta Key Beach!

3 Minute Walk to Beach~Heated Pool~Spa~FirePit~BBQ

Cute Key West cottage

Crystal View Cove on Anna Maria Island

Shore Side Suites

AMI Home Close to Beach! - Quiet Palms

4BR Villa/Gulf + Beach Views! Private pool!

Beach Cottage-Pass a Grille- Steps to beach
Pet-friendly beach house rentals

Heated Pool, Hot Tub, Game Room, 3BR West of Gulf!

Relax at Bryant's Beach Bungalow!

High Tide Beach House on AMI

Siesta Key Beach Views – 2BR Oceanfront

New Listing! Sailfish Nest – Your Island Retreat w

Catch n' Relax | Bradenton Beauty mins to Beaches!

Do you love the beach?

Luxury Waterfront - Sauna - Games - Minigolf - Gym
Luxury beach house rentals

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

Siesta Key Steps to Bch

Glasswater House – Modern Luxury with Infinity Poo

TOES IN THE SAND!

Zilli Villa, a 2,000 sf home right on the beach.

Siesta Key Sunsets w/Dock -Boat to Siesta #1 Beach

Beachfront 180-Degree View, Walk to Village!

Fins to the Right: On the Gulf of Mexico! Beach!
Destinations to explore
- Waterfront rentals Siesta Beach
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- Rentals with beach access Siesta Beach
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- Rentals with pools Siesta Beach
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- Family-friendly rentals Siesta Beach
- Rentals with a patio Siesta Beach
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- Beach house rentals Florida
- Beach house rentals United States
- 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