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Location! Beach Access/Trolley/ Restaurants!
π£βΌοΈLocation, Location! Welcome to βIsland Pearlβ π 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! π΄The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. ποΈBeach 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! ποΈπ

Walk 2 blocks to Beach + Private Pool + King Beds!
βοΈWelcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, itβs the perfect spot for fun-filled days and relaxing nights! π΄This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. πYouβre 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

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.

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 Armandβs circle. feel free to reach out with any questions or requests

Gulf Beach Front! Walk to Restaurants + Pier!
ππWelcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! ποΈExperience 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.

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Have an unforgettable stay in this 1BR 1Bath getaway located in the picturesque and tranquil South Village on Siesta Key. Discover the majestic beaches of the Gulf Coast, or spend days basking in the sun next to the pool and the hot tub in the spacious backyard decorated with magnificent murals! β Comfortable Bedroom + Sofa Beds (Sleeps 6) β Open Design Living β Full Kitchen β Backyard Pool, Hot Tub, BBQ Grills, Dining, Games) β Smart TVs β Wi-Fi β Laundry β Parking See more below!

Waterfront Retreat | Pool β’ Spa β’ Dock | Bridge St
π΄ Anna Maria Island Waterfront Oasis! Private dock + heated pool included. Relax by the pool, sip coffee on the dock, or walk just 5 minutes to the Gulfβs sugar-sand beach. Bright, updated home with stocked kitchen, fast Wi-Fi, smart TVs, and cozy bedsβperfect for families or couples. Grill by the pool, dine outdoors, or fish from the dock. Boat/kayak friendly. Beach gear + parking included. Your peaceful island escape awaits.

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! β¨ 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 convenienceβan ideal spot to embrace relaxed Florida living at its finest. π΄

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

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

Mainsail Beach Inn 2 Bedroom

#1 Siesta Key Beach Pool GlassHouse, w/supplies

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

The Tangerine House-Old Style Florida Beach Home

Angelfish Cottage, Sweet 2 BR/1B with Private Pool

Direct Bay Front villa w/ private boat slip
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***AWESOME WATER AND BEACHFRONT***SUNSET POINT***

2-Min walk to beach, Pool, Hot Tub, Putting Green!

Private Home Directly on Siesta Key Beach!

Cute Key West cottage

Siesta Key Steps to Bch

Crystal View Cove on Anna Maria Island

Shore Side Suites

Double Your Beachside Fun - Aloha Kai #34 & #55
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Heated Pool, Hot Tub, Game Room, Steps to Beach!

Relax at Bryant's Beach Bungalow!

Venice, Near the Water

Hanginβ on Hammock β Canalfront Pool Home

Siesta Key Beach Views β 2BR Oceanfront

Catch n' Relax | Bradenton Beauty mins to Beaches!

Low Tide Beach House on AMI

Wildflower Inn Siesta Key #3 Orchid
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