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Beach house vacation rentals in Longboat Key

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Top-rated beach house rentals in Longboat 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 Holmes Beach

4.87 out of 5 average rating, 103 reviews

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

Urban Oasis is a privately owned 2100 sq ft 4 bd, 3 bth on Anna Maria Island. 4 minute walk on a quiet residential street to walk to the beach.This home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents. A brand new 2024 6 str golf cart is included in your rental as well as a premium linen service including all towels and linens. Urban Oasis is truly a turnkey Vacation Rental! We also have a second property, Urban Oasis Too, if you like our style!

Home in Treasure Island

4.83 out of 5 average rating, 148 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

PRIVATE BEACH OPEN-BEACHFRONT HOUSE Private Heated Pool & Spa, Pets OK Enjoy amazing sunsets & white sandy beaches from this unique property. About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY privacy, seclusion and never ending views of sunsets, boating, dolphins, sea birds. Great location walk to waterfront John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Home in Longboat Key

4.96 out of 5 average rating, 71 reviews

Beautiful Beach House

Beautiful, updated 1937 beach house. Original LongBeach cottage. Gated entrance to property. Three bedroom, two bath. Master bathroom has bathroom en suite. Hardwood floors throughout. Kitchen updated. Beautiful front and back porches to enjoy the sunshine. Private access to beach and Gulf of Mexico. Walking distance to shops and Tennis. Bedrooms include master with King, second bedroom with queen, third bedroom with two twins. Come join us in longboat key for sunshine, beaches,culture,tennis

Home in Sarasota

4.85 out of 5 average rating, 181 reviews

Authentic Florida Bungalow near Downtown and Beach

Revisit the charm of old Florida in this 1943 cottage that has been lovingly restored. Relax on the indoor screened porch with a book or a game of cards. New air conditioning, beautiful quartz countertop in kitchen with newer appliances.Super comfy king size bed and full beds will sleep up to 4 in 2 bedrooms. Fabulous location with only 16 blocks to downtown, 10 minutes to St. Armands Circle, beautiful Lido Key . Directly on bus line for public transportation and 10 minutes to SRQ airport.

Home in Indian Rocks Beach

4.84 out of 5 average rating, 325 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Home in Anna Maria

4.78 out of 5 average rating, 188 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 Indian Rocks Beach

4.98 out of 5 average rating, 119 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, & across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state.

Home in Siesta Key

4.96 out of 5 average rating, 23 reviews

Siesta Key~Private Home with Private Pool and Spa

Welcome to your Island Vacation Home in Paradise! A perfect home away from home with views of lush landscaping from every window. The home is tastefully appointed and well maintained. We have over a hundred varieties of tropical palm trees and plants on the property, so something is always in bloom and delightful discoveries abound. You can lounge poolside or pop over to the world famous white quartz baby powder sand of Siesta Beach. An easy walk, or 5 min by bike, 2 min by car.

Home in Bradenton Beach

5 out of 5 average rating, 46 reviews

Beach front! Trolley/Sunsets/Pier/Restaurants!

🌊🏄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.

Home in Indian Beach-Sapphire Shores

4.92 out of 5 average rating, 102 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Home in Longboat Key

5 out of 5 average rating, 23 reviews

North Shore Six

Welcome to your coastal haven on Longboat Key, where charm meets comfort in this beautiful 1-bedroom waterfront condo. This tastefully designed condo offers a perfect blend of modern convenience and coastal charm. You are steps away from Beach Access of the crystal white gulf coast sand and perfectly situated to explore the best of the Gulf Coast. Your comfort is our priority. We're available to answer any questions, offer local tips, and ensure your stay exceeds expectations.

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Popular amenities for Longboat Key beach house rentals

Free parking on premises

Air conditioning

Beachfront house rentals

Home in Ellenton

4.85 out of 5 average rating, 109 reviews

Open Water Home Bring your boat! No storm issues.

Home in Anna Maria

5 out of 5 average rating, 22 reviews

Veselka - Canal front w private heated pool & dock

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Castaway Cottage

Home in Seminole

4.95 out of 5 average rating, 274 reviews

Ready to go! Heated Pool/Hot Tub Luxury Home

Home in Bradenton Beach

4.8 out of 5 average rating, 5 reviews

Benny's Bungalow | Private Pool, Walk to Beach!

Home in Anna Maria

5 out of 5 average rating, 22 reviews

༄ Sunset Shore on Anna Maria Island ༄

Home in Belleair Beach

4.96 out of 5 average rating, 184 reviews

Steps to a Private Beach Clearwater Belleair

Home in Siesta Key

5 out of 5 average rating, 25 reviews

Paradise In Siesta!

Beach house rentals with a pool

Home in Sarasota

4.96 out of 5 average rating, 54 reviews

Sun-filled cottage with pool, walk to beach

Home in Bradenton

4.92 out of 5 average rating, 110 reviews

4BR Htd Pool- IMG Acad Golf View/16ppl/Near Beach

Home in Holmes Beach

5 out of 5 average rating, 13 reviews

6 Bed/5.5 Bath Heated Pool -1 Minute Walk to Beach

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Home in Sarasota

4.94 out of 5 average rating, 333 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

Home in Bradenton

5 out of 5 average rating, 15 reviews

Canal front, dock, heated Pool, near AMI+IMG

Home in Bradenton

4.97 out of 5 average rating, 119 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Home in Indian Beach-Sapphire Shores

5 out of 5 average rating, 16 reviews

Private Resort

Private beach house rentals

Home in Siesta Key

5 out of 5 average rating, 10 reviews

The Shore House Private Dock Hot Tub

Home in Indian Beach-Sapphire Shores

5 out of 5 average rating, 67 reviews

Magical Secluded Retreat

Home in Bradenton

4.84 out of 5 average rating, 43 reviews

The "Love shack" Bungalow

Home in Sarasota

4.97 out of 5 average rating, 34 reviews

Fenced Yard | Vry Private | 400Mb | BBQ | Netflix

Home in Venice

4.93 out of 5 average rating, 27 reviews

My Venice Beach House

Home in Indian Beach-Sapphire Shores

4.92 out of 5 average rating, 51 reviews

Tropical Retreat w/ charming garden near downtown

Home in Holmes Beach

5 out of 5 average rating, 45 reviews

Luxury Home Steps to Quiet Beach on 78th St

Home in Sarasota

4.98 out of 5 average rating, 45 reviews

Lovely House in Sarasota Bay

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