Vacation rentals with a pool in Belleair Beach

4.97 out of 5 average rating, 135 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

4.77 out of 5 average rating, 13 reviews

Chateau 7W- Gulf-Front Retreat -Great rates!

⛱️Chateau 7W – Serene Beachfront Getaway in Belleair Beach Escape to the tranquil beauty of Belleair Beach at Chateau 7W, a Gulf-front 1-bed, 1-bath apartment on the second floor of a boutique complex. Enjoy breathtaking Gulf views, a king-size bed, a modern walk-in shower, and a fully stocked kitchenette. Steps to the beach, access to a pool, tiki picnic area, and BBQ grill. Located minutes from Clearwater Beach and St. Petersburg Beach. 💲✨ Discounts: 5% Off Weekly ✨ | 10% Off Monthly 💥💲

4.83 out of 5 average rating, 248 reviews

A comfortable living area is furnished with a plush sofa and a large Smart TV, complemented by natural light from the window. The screened patio features blue seating, overlooking a lush courtyard with palm trees. A well-maintained pool area is shown, surrounded by lounge chairs.

Condo in Largo

Peaceful 2-bedroom 6 min from Beach!

Just a short 6 min drive from Indian Rocks Beach! Plenty of restaurants and grocery stores along the way. There is a golf course 0.3 mi away, and a few different parks with trails and beautiful greenery less than 10 min away! Peaceful 2nd floor unit with screened patio overlooking courtyard fountain. High end hotel branded mattresses. Pool in the complex, including a gas BBQ for grilling. We provide towels and beach chairs. For indoor fun, there are family games and fully equipped kitchen.

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

4.86 out of 5 average rating, 63 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

Belleair Beach Club 215 offers a dazzling waterfront view and is just steps from the sugary white sand of the Gulf of Mexico. Tucked in the coast just two miles south of world-famous Clearwater Beach, the complex is a couple steps from the crystal-clear waters of the Gulf in the laidback secluded shoreline of Belleair Beach. Belleair Beach Club also boasts a beachfront pool with a spacious sundeck, lounge chairs, and 2 BBQ grills. Our calendar fills up fast, so be sure and book right away!

4.99 out of 5 average rating, 146 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Cottage in Indian Rocks Beach

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.97 out of 5 average rating, 172 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

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

Condo in Indian Rocks Beach

A spacious balcony is bordered by tall palm trees, offering a view of the calm Gulf of Mexico and white sand beach. The clear blue sky complements the serene ocean, creating a tranquil setting for relaxation.

4.89 out of 5 average rating, 101 reviews

Gulf-View 2BR/2BA Beach Condo!

This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

4.99 out of 5 average rating, 146 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Seasalt Breeze - Easy pool access, Free parking.

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Condo in Indian Rocks Beach

A comfortable living area is presented with a spacious sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on a wooden accent wall, enhancing the cozy atmosphere. The open layout leads towards a bright kitchen visible in the background.

4.94 out of 5 average rating, 118 reviews

Golf Cart, 2 bed 2 Bath, Heated Pool

The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid 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 space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

4.76 out of 5 average rating, 115 reviews

2025 Renovated Suite On The Beach - Heated Pool

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 ☞ Heated Pool ☞ AC ☞ Self check-in Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions. We are located on the beach at 3200 Gulf Blvd, Belleair Beach.

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

4.95 out of 5 average rating, 129 reviews

Palm Paradise - Family Amenities+Central Location

Welcome to Palm Paradise! This modern home is perfectly laid out & well equipped, especially for families with children. Whether it's time to relax or play, this extraordinary home has something for everyone! Enjoy those Florida nights in the bohemian inspired outdoor space or heated pool. Gather the group to play mini golf, outdoor bowling, corn hole or one of our many games inside and out. The ultimate vacation awaits you.

A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.

4.93 out of 5 average rating, 54 reviews

Beachfront Oasis / Pool, Beach Access & Ocean View

Experience beachfront living in Belleair Beach with direct beach access, ocean views, and a private pool. Designed for two guests, this coastal retreat blends comfort and convenience. Our fully renovated apartment is equipped with a combo kitchenette, dining space, living room with smart TV, and private bedroom with smart TV. If you're looking for a peaceful and fun beach getaway, you've come to the right place!

Popular amenities for Belleair Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 116 reviews

An inviting outdoor space features a heated saltwater pool framed by paved stones. Two lounge chairs are positioned nearby on a grassy area, alongside a modern seating arrangement. Lush green plants in white planters enhance the environment, and wooden fencing provides privacy.

Home in Clearwater

Pet-friendly Beach Home with Heated Pool & Spa

Home in Indian Rocks Beach

4.96 out of 5 average rating, 127 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Home in Indian Rocks Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

5 out of 5 average rating, 180 reviews

Piece of paradise in Indian Rocks Beach.

An outdoor space features a heated pool surrounded by a light gray deck and lounge chairs with red cushions. Palm trees provide shade, while a covered seating area is visible in the background. The yard is enclosed, showcasing a serene atmosphere.

4.96 out of 5 average rating, 179 reviews

Tropical Oasis | Pet-Friendly + Pool | Clearwater

A spacious screened-in pool area is highlighted, featuring a clear blue pool surrounded by a patio with lounge chairs. A modern kitchen and living room are reflected through large glass doors, connecting indoor comfort to outdoor relaxation.

4.82 out of 5 average rating, 103 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

4.95 out of 5 average rating, 106 reviews

The image displays a collage of the Splash House. Upper left shows a cozy seating area with modern furnishings in light colors. Upper right features a bright bedroom with a spacious bed and decorative accents. Lower left highlights a tranquil pool area surrounded by a patio. Lower right showcases a bathroom with modern fixtures and a stylish double sink.

Home in Seminole

Splash House - Relaxation Haven/Private Pool

4.94 out of 5 average rating, 133 reviews

Swim-Out Bedrooms, Waterfall pool, Peace Place

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.

4.92 out of 5 average rating, 108 reviews

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

Condo rentals with a pool

Condo in Clearwater Beach

A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.

4.94 out of 5 average rating, 114 reviews

Beach Haven in South Clearwater Beach

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans and Redington Beach ( Studio )

4.9 out of 5 average rating, 220 reviews

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

Modern and Cozy Condo 6 Minutes from the Beach !

4.96 out of 5 average rating, 134 reviews

An exterior view of a yellow condo building is depicted, featuring palm trees and shrubs. A pathway leads to a private entrance, while large windows allow ample natural light. The surrounding landscaping creates a welcoming atmosphere in the gated community.

Condo in Clearwater

Bright and Spacious 1Bed/1Bath condo.

4.95 out of 5 average rating, 104 reviews

A heated swimming pool is surrounded by neatly arranged loungers, with palm trees providing shade. A clear sky and vibrant sunset colors reflect on the water's surface. The pool area is enclosed by a black fence, ensuring a private and relaxing environment.

Condo in Largo

Boho Beach Condo

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.94 out of 5 average rating, 131 reviews

Tropical Beachfront Penthouse-Beach Cottages

A sandy beach is visible, featuring several blue umbrellas and lounge chairs arranged along the shoreline. Gentle waves can be seen in the calm water, while fluffy white clouds float in the blue sky above, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 162 reviews

March weeks now avail. Beachfront!

A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.

4.99 out of 5 average rating, 117 reviews

Five Star Beachfront Condo Newly Renovated

Other vacation rentals with a pool

Home in Indian Rocks Beach

4.88 out of 5 average rating, 25 reviews

Water Lover's Paradise - Waterfront Pool Home

The kitchen features modern appliances with a gas stove and ample counter space. Open shelving displays dishware against a green backsplash. A dining table with wooden chairs sits nearby, complemented by a woven pendant light. A coastal-themed art piece decorates the wall.

5 out of 5 average rating, 21 reviews

The Poolside Escape

A circular arrangement of six turquoise Adirondack chairs surrounds a central fire pit, which is built from stone. The area is laid out with white gravel and bordered by lush greenery, including palm trees, offering a cozy setting for outdoor gatherings.

5 out of 5 average rating, 26 reviews

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

Apartment in Indian Rocks Beach

A balcony area showcases comfortable seating arrangements with a table and chairs, offering a view of the sandy beach and ocean. Lush greenery is visible in the background, with palm trees swaying gently in the breeze under a clear blue sky.

4.92 out of 5 average rating, 48 reviews

Luxury Oceanfront Vacation w/ Heated Pool

An open living and dining area is presented, featuring a wooden dining table with chairs and a cozy seating arrangement in teal. A modern chandelier hangs above, while a kitchen is visible in the background, showcasing stainless steel appliances and granite countertops.

5 out of 5 average rating, 18 reviews

2 Bedroom Beachside Retreat

Condo in Indian Rocks Beach

A scenic balcony is visible, featuring a round table surrounded by several chairs. The view highlights the expansive Gulf of Mexico, with clear blue skies and gently rolling waves in the background. A palm tree adds a tropical touch to the beachfront scene.

5 out of 5 average rating, 15 reviews

Family-Friendly 3BR Beachfront Retreat Seaside 202

A dining area features a spacious white table surrounded by six chairs with blue cushions. Soft lighting is provided by a decorative pendant light, and a wood accent wall adds a natural touch. A mirrored wall complements the open atmosphere.

4.98 out of 5 average rating, 51 reviews

Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl

The image captures a panoramic view of a serene beach, with gentle waves lapping against the shore. A soft, sandy beach stretches along the coastline under a clear blue sky, while a white balcony railing frames the scene.