Beach house vacation rentals in Longboat Key

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Top-rated beach house rentals in Longboat Key

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Guest favorite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

Nov 6 – 13

€ 565 per night

Guest favorite

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Aug 12 – 19

€ 353 per night

Guest favorite

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

Paradise! Steps2 Private Beach & Tropical Yard!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Dec 7 – 14

€ 568 per night

Guest favorite

Home in Sarasota

4.85 out of 5 average rating, 162 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.

Jun 26 – Jul 3

€ 94 per night

Guest favorite

Home in Longboat Key

5.0 out of 5 average rating, 49 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

Dec 19 – 26

€ 417 per night

Guest favorite

Home in Bradenton

5.0 out of 5 average rating, 10 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

Dec 10 – 17

€ 142 per night

Guest favorite

Home in Bradenton Beach

4.89 out of 5 average rating, 238 reviews

Ohana Beachside 2 BR Bungalow - 150 ft from beach

Aloha and welcome to our Island Home. "Ohana" is Hawaiian for family and that is who you are when you stay with us. Our home is designed for the best beach vacation. There are 2 bedrooms and 1.5 baths. An open kitchen and living space make the home feel comfy and roomy. We have a 3rd floor deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands and turquoise waters of the Gulf.

Jan 3 – 10

€ 307 per night

Superhost

Home in Bradenton Beach

4.8 out of 5 average rating, 120 reviews

50 Steps to Beach. Hot Tub! 1bd modern cottage

Luxury Beach Cottage w/ HOT TUB, Fire Pit & BBQ. 1 bed/2bath sleeps 4 This is your chance to enjoy a unique getaway on the nicest beach! Stay in our newly remodeled beach cottage. White sandy beach & turquoise water is literally 50 ft from the door. Everything you need for a delightful & relaxing day at the beach is included. Chairs, beach towels, umbrella, snorkels, masks & a cooler. Enjoy the convenience of this premium location across Gulf blvd to Beach. One camera monitoring patio

Apr 9 – 16

€ 424 per night

Guest favorite

Home in Bradenton Beach

5.0 out of 5 average rating, 10 reviews

New! Sunset Beach View/Trolley/Bridge Street!

🌊🏄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.

Sep 21 – 28

€ 634 per night

Superhost

Home in Siesta Key

4.89 out of 5 average rating, 35 reviews

[Contemporary Guesthouse] king bed +washer/dryer

Welcome to our charming guesthouse, located just steps away from the pristine beaches of Siesta Key! Our cozy 1 bedroom, 1 bathroom guesthouse is the perfect retreat for couples or solo travelers looking to experience the laid-back island lifestyle. Inside, you'll find a comfortable king-size bed, a fully equipped kitchen and a cozy living area with a flat-screen TV. The bathroom is well-appointed, with plenty of fresh towels and toiletries provided for your convenience.

May 15 – 22

€ 196 per night

Guest favorite

Home in Holmes Beach

4.89 out of 5 average rating, 9 reviews

Anna Maria Island 2-bed/2 bath (side A of duplex)

Island duplex - Side A only. Our home is great for both beach & AMI lovers who don't mind not having a pool. The unit is a 2 bedroom-2 full bath; and walkable to beach (3 blocks), Holmes Beach city center restaurants, bars and shops (3 blocks) and the free island trolley (1 block). Anna Maria Island is roughly 7 miles long and crazily enough divided into 3 cities: Bradenton Beach, Holmes Beach & Anna Maria; Holmes Beach is central.

Nov 12 – 19

€ 191 per night

Superhost

Home in Holmes Beach

4.81 out of 5 average rating, 26 reviews

Sandy Feet:1 Block to Beach

Sandy Feet by Anna Maria Life Vacation Rentals 3008 Gulf Drive, Unit A, Holmes Beach, FL 34217 1 Block to the Beach! 2 Bed / 1 Bath 2 Kings Balcony with Patio Furniture Dining Table for Four & Two Counter Bar Stools Professional Linen Service, Washer & Dryer Complimentary WIFI Elevated Beach House (Duplex) Beach Towels, Chairs & Wagon Gas Grill - (shared) Corn Hole Game Parking for 2 Cars- One in garage and one in driveway

Dec 14 – 21

€ 188 per night