Vacation rentals with a pool in Belleair Beach

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Top-rated rentals with a pool in Belleair Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
An aerial view captures a heated pool surrounded by lounge chairs and umbrellas. The pool features a unique shape and is bordered by paver stones. Nearby, a dining area and grill are visible, along with lush greenery framing the space.
Apartment in Indian Rocks Beach
4.94 out of 5 average rating, 152 reviews

Heated Pool! Steps 2 beach! Luxurious King bed

Everything is brand new in this completely renovated vacation rental. Located less than a block to the beach and across the street from a park. Enjoy the views of the pool & park from the unit or the private balcony. A luxurious $3,000+ King Puffy Royal Hybrid Mattress provided in the master bedroom will ensure you are sleeping well! Out back is a large HEATED pool, lounge chairs, dining tables, grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

Top guest favourite
A bright living room features large sliding glass doors revealing a scenic water view. Comfortable blue sofas are arranged around a coffee table, complemented by a TV console and accent chairs. Light-colored walls and ceiling fan contribute to the spacious feel of the area.
Condo in Indian Shores
4.98 out of 5 average rating, 113 reviews

Captain's Cove Waterside Condo 103 We are open!

Relax and enjoy the intracoastal and beach lifestyle at this 2 bed 2 bath condo that sleeps up to five in Indian Shores. Features an intracoastal view from the living room as well as the master bedroom. We are also just steps away from the beach! Condo features a very open floor plan with a fully stocked kitchen, dining/game table, plus breakfast bar. The living room has large glass doors and extra long balcony to enjoy the water view. Also has a community dock, and heated pool with restrooms.

Guest favourite
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Condo in Belleair Beach
4.71 out of 5 average rating, 518 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Top guest favourite
Condo in Madeira Beach
4.98 out of 5 average rating, 104 reviews

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Superhost
The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.
Home in Indian Rocks Beach
4.83 out of 5 average rating, 363 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!

Top guest favourite
A light blue living room features two armchairs and a sectional sofa, complemented by a white coffee table at the center. Large windows with blinds allow natural light to brighten the space, while a decorative throw and small lamp add subtle accents. A rug covers the floor.
Condo in Indian Rocks Beach
4.92 out of 5 average rating, 104 reviews

The Shack at IRB

*FULLY REMODELED!!! *TOTALLY SMOKE- FREE *WALKABLE BEACH COMMUNITY *PERFECT FOR COUPLES Come enjoy our quiet 1 bedroom condo with a cozy living room, full kitchen and very close beach access!! All beach items provided! Short stride to the property’s private pool, and a public Trolley that runs daily between Clearwater & St Pete Beaches. Easy stroll to many nearby restaurants, bars & shops. Includes wifi, stream Tv service & private stacked laundry. A very peaceful spot for a beach getaway!

Top guest favourite
A relaxing pool area is highlighted by a sparkling swimming pool surrounded by lounge chairs draped in vibrant turquoise fabric. A wooden pergola provides shade, complementing the sunny atmosphere. Lush greenery is visible, enhancing the serene outdoor space.
Home in Seminole
5 out of 5 average rating, 135 reviews

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Top guest favourite
A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 210 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Top guest favourite
The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 132 reviews

Beach Across the St | No Stairs |Parking in Front!

Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, you’ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

Guest favourite
A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.
Bungalow in Indian Rocks Beach
4.89 out of 5 average rating, 157 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Top guest favourite
A comfortable living room features a dark sectional sofa adorned with vibrant Kraken-themed cushions. Warm light is provided by floor lamps on either side. Large sliding glass doors lead to a balcony with views. A dining area is visible, alongside a small kitchen with a bar.
Townhouse in Indian Rocks Beach
4.94 out of 5 average rating, 108 reviews

The Kraken-6-pass golf cart! Plus Pool

The Kraken is new with tasteful Kraken decorations to pull the space together. Packed with a big 75" TV, big double queen guest room, and king sized master bedroom. The Kraken is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The penthouse floor is for families/groups that want to have fun together with epic sunsets perfect for sun downers.

Superhost
Condo in Belleair Beach
4.77 out of 5 average rating, 115 reviews

Condo On The Beach - Heated Pool - Self Check-in

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! ☞ Beachfront ☞ Free parking ☞ Pool ☞ AC ☞ Self check-in ☞ Full Kitchen We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

Popular amenities for Belleair Beach rentals with a pool

When is the best time to visit Belleair Beach?

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Quick stats about vacation rentals with a pool in Belleair Beach

  • Total vacation rentals

    Explore 160 vacation rentals in Belleair Beach

  • Nightly prices starting at

    Belleair Beach vacation rentals start at $178 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    160 of Belleair Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Belleair Beach rentals

  • 4.8 Average rating

    Belleair Beach stays are highly rated by guests—averaging 4.8 out of 5!

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