
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! 🛍️💃

Private Pool + Walk 2 blocks to Beach! King Beds!
☀️Welcome to Bayberry Beach Cottage B on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a Heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

2/28-3/13 avail & rate reduced! Act now Won't last
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.

Gulf Front! Beach Sunsets+ 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.

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub
Discover your perfect Siesta Key getaway in this vibrant 3BR, pet freindly duplex in the peaceful South Village. Just steps from the Gulf Coast beaches, this private retreat blends colorful décor, modern comfort, and playful outdoor fun. Lounge by the private 𝐡𝐞𝐚𝐭𝐞𝐝 𝐩𝐨𝐨𝐥, soak in the 𝐡𝐨𝐭 𝐭𝐮𝐛, or enjoy the backyard murals perfect for families, groups, and beach lovers. Book now for an unforgettable stay! <b>☀ Private Pool ☀ BBQ Grill ☀ Easy Beach Access</b>

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.

Steps Away from the Sandy Shores of Holmes Beach!
Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat in Cooler Months) -3 Bedrooms + Sleeper Sofa – Sleeps Up to 6 -All Bedrooms Have Ensuite Bathrooms -Fully Equipped Kitchen with Island Seating -Multiple Outdoor Spaces Including Front Deck & Private Backyard -Close to Manatee Public Beach, Dining, Shops & Free AMI Trolley

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. 🌴

NEW! Coconuts 106! Beach Front! Heat Pool!
Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

2B/2BA Penthouse End-Unit Condo
Welcome to 5600 Beach Way #315! A 2 Bed, 2 Bath End Unit Condo with over $175K worth of renovations. The condo is located directly across from the Main Entrance of Siesta Key Beach. With Pickleball Courts and Tennis Courts across the street and the Trolley Stop (easy ride to the Village) in front of your building this is a MUST STAY for your next vacation to Siesta!
Popular amenities for beach house rentals near Siesta Beach
Beach house rentals with a pool

New! Heated Pool • Walk to Pine Ave • Beaches!

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

Sea Villa C13 at Siesta Key and Bee by the Beach.

New Listing! 4BR + Beach View + Heated pool!

Mainsail Beach Inn 2 Bedroom

#1 Siesta Key Beach Pool GlassHouse, w/supplies

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

Beachfront 180-Degree View, Walk to Village!
Private beach house rentals

Waterfront Siesta Key / Kayak to the Bay & Beaches

Private Home Directly on Siesta Key Beach!

Relax at Bryant's Beach Bungalow!

Shore Side Suites

3 bdrm 4 bath Beachhouse- Strick 2 Week Minimum

Catch n' Relax | Bradenton Beauty mins to Beaches!

The Tangerine House-Old Style Florida Beach Home

Fins to the Right: On the Gulf of Mexico! Beach!
Pet-friendly beach house rentals

Palms By The Bay by Duncan Real Estate

NEW! Holiday House | Steps to Siesta Beach

Cottage on Lido Key - One block to Beach, Pool

High Tide Beach House on AMI

The Pink House - Short Walk to the Beach

Siesta Key Beach Views – 2BR Oceanfront

Do you love the beach?

New Waterfront Escape | Sauna, Pool, Gym
Luxury beach house rentals

Hangin’ on Hammock – Canalfront Pool Home

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

Glasswater House :Modern Luxury with Infinity Pool

TOES IN THE SAND!

Rod and Reel Retreat

Connected Villas, Walk to Beach, Pool, Restaurants

Flamingo Fling - Pool, Hot Tub & Putting Fun!

ami skyview
Destinations to explore
- Rentals with pools Siesta Beach
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- Rentals with an EV charger Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with a patio Siesta Beach
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- Pet-friendly rentals Siesta Beach
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- Villa rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
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- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
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- Rentals with lake access Siesta Beach
- Beachfront rentals Siesta Beach
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- Family-friendly rentals Siesta Beach
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- Beach house rentals Florida
- Beach house rentals United States
- Anna Maria Island
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Gulfport Beach Recreation Area
- Myakka River State Park
- The Don CeSar
- Lakewood National Golf Club
- Stump Pass Beach State Park




