Holiday houses in Belleair Bluffs

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Top-rated holiday rentals in Belleair Bluffs

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Condo in Largo

4.9 out of 5 average rating, 225 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

Top Guest favourite

The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.

Guesthouse in Largo

4.99 out of 5 average rating, 361 reviews

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Top Guest favourite

A vibrant room features a spacious bed with gray bedding, positioned on a patterned rug. A colorful mural with flowers and cartoon characters adorns one wall. A wooden desk with chairs and a dresser can be seen, creating a functional and stylish space.

Guest suite in Harbor Bluffs

5 out of 5 average rating, 47 reviews

Pike’s Graffiti Garage Oasis

Adventurous? Enjoy an urban vibe in a uniquely suburban area! Come for a weekend or longer! Minutes to the beach (1 mile to Belleair Beach 2.5 miles to IRB, 6.2 miles to Clearwater Beach) Fishing dock & bait house a short walk away. Many fabulous restaurants, boutique shopping & grocery in walking distance! Private outdoor shower w/ hot & cold water, 1/2 bath in unit (Sink & Toilet), 1 hole putting green, BBQ, Small kitchen amenities, AC & Heat. Private side entrance! Snoot friendly! Welcome!

Top Guest favourite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.98 out of 5 average rating, 170 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite

The bungalow's exterior features a concrete driveway leading to a garage. Lush palm plants and colorful foliage are arranged along the sides, enhancing the property’s inviting entrance. A tranquil atmosphere is provided by large trees in the background and clear blue skies above.

Bungalow in Belleair Bluffs

4.9 out of 5 average rating, 42 reviews

Cozy bungalow & minutes from the beaches

Located in a quiet residential neighborhood that’s just 1.7m from Belleair beach, minutes to Largo’s golf course, DT St. Pete, Clearwater beach and many more! This newly renovated 2-bedroom, 1- bath Bungalow is the perfect vacation spot for you & your family. Comfortably fit 5 guests. The house is equipped with a private backyard & sunroom that has plenty of space to enjoy. Includes full kitchen, linen, towels,keyless entry, Wi-Fi, Driveway parking, AC, Bbq grill,Adirondack chairs & fire-pit

Top Guest favourite

The backyard features an inground pool surrounded by a smooth deck, with lounge chairs positioned beside it. Lush greenery and palm trees are seen throughout the space, enhancing the outdoor living area. A covered pergola provides shade, and a grassy area is included for relaxation.

Home in Belleair Bluffs

4.92 out of 5 average rating, 117 reviews

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, covered dining, and relaxing hammock! You’ll love this quaint Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Top Guest favourite

The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.

Villa in Largo

4.98 out of 5 average rating, 160 reviews

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Guest favourite

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

Home in Largo

4.92 out of 5 average rating, 143 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

Relax in Style at This Centrally Located 2-Bedroom Home. Nestled in a quiet residential neighborhood in Largo, this charming home is just minutes from local shops and restaurants. Whether you're here for a beach getaway, a business or family trip, it's the ideal spot to call home during your visit. After a day spent soaking up the sun at the beach or exploring the nearby parks and charming towns, return to your cozy retreat, perfect for unwinding and recharging for your next adventure.

Top Guest favourite

A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.

Home in Largo

4.98 out of 5 average rating, 109 reviews

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Guest favourite

A bright living area features a comfortable sectional sofa with decorative pillows, paired with a tropical-patterned armchair and ottoman. Natural light streams through the windows adorned with sheer shades, highlighting a wooden coffee table and a cozy area rug on the floor.

Home in Largo

4.92 out of 5 average rating, 412 reviews

Live Oak Lodge

Enjoy your stay in this 1950s tropical home in a quiet neighborhood only 3 miles from the beach. Two premium beach chairs, rolling cooler, umbrella and more to use during your stay! Hang out surrounded by the tropical plant life in the backyard. Cozy string lights drape the 6 foot privacy fence in the backyard. This is part of a duplex unit (another unit is attached to this one), but everything is private inside and outside. (No pets allowed :-))

Guest favourite

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

Condo in Indian Rocks Beach

4.97 out of 5 average rating, 155 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Top Guest favourite

A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.

Guest suite in Largo

5 out of 5 average rating, 226 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.