Holiday rentals with a pool in Belleair Beach

4.98 out of 5 average rating, 219 reviews

Luxe Beach House B/Heated Pool/2 min walk to beach

Welcome to your home away from home.Sand, sun, and ocean breeze are waiting for you.Our modern Beach House is located 2 minutes walk from the beautiful and quiet beach with direct access. Our four story house has a private backyard,hot tub, heated pool rooftop and available GolfCart for a fee. We have everything that you need for bigger groups of families to relax on your vacation.Our BeachHouse B is in a quiet neighborhood and still a walking distance from restaurants bars and stores. BTR#2099

A spacious wooden deck offers lounging chairs facing the beachfront. The uninterrupted view of the Gulf of Mexico extends to the horizon under a bright blue sky, while gentle waves lap against the shore. Lush greenery borders the beach, enhancing the coastal scenery.

4.97 out of 5 average rating, 29 reviews

Beachfront Belleair Beach Condo Est. rental 2016

ESTABLISHED RENTAL SINCE 2016. ADDITIONAL REVIEWS IN PHOTOS. Set in exclusive Belleair Beach, this beachfront home is ideal for those seeking a quiet stay on Florida's west coast. Experience the charm of this quaint, small complex, which is just steps from the beach, where you can swim in the Gulf of Mexico. Enjoy the sound of the waves & unobstructed sunset views from this 2nd floor unit. Clearwater Beach and John's Pass Fishing Village are among the activities that are just a short drive away!

Bungalow in Indian Shores

4.96 out of 5 average rating, 197 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

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.

4.72 out of 5 average rating, 535 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.

Apartment in Indian Shores

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, 139 reviews

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

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.

4.93 out of 5 average rating, 112 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!

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.

4.97 out of 5 average rating, 145 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.

A spacious living area is presented with a large grey sectional sofa adorned with various cushions. A wooden coffee table sits in front, with two ceiling fans above providing airflow. The open layout connects seamlessly to a modern kitchen visible in the background.

4.97 out of 5 average rating, 132 reviews

Dolphin Dreamer-Golf Cart, Pool, BEACH!

🚗 6-seater Lithium golf cart, pool, massive 75" Smart TV, oversized queen-over-queen bunk, and 2 king beds — Dolphin Dreamer is your ultimate beach house! Sink your toes in the sand in under 2 minutes, stroll to local cuisine & sunset vibes, and enjoy the bright coastal-chic interior. New oversized pool with tons of seating, shared with just a few units. Perfect for families & groups ready to laugh, play, and make memories in the heart of the beach action! 🏖️🌊✨

Bungalow in Indian Rocks Beach

A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.

4.97 out of 5 average rating, 229 reviews

Your private Waterfront Pool home!

Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

Superhost

A bright living area features a modern, light-colored sectional sofa and a round coffee table. A comfortable armchair is placed nearby. Large glass doors lead to a private balcony, enhancing views of the waterfront. A ceiling fan and wall-mounted TV are also visible.

4.83 out of 5 average rating, 108 reviews

BBC216 - Gulf Breezes & Beachfront Vibes!

🌊 Gulf-Front Condo w/ Balcony | Beach Access | Pool | Sleeps 6 🌴 ✨ Relax on Your Private Balcony with Stunning Views of Belleair Beach! ✨ Unwind in this beautifully updated boutique beachfront condo located at the exclusive Belleair Beach Club—just minutes from the white sands of Clearwater Beach. Whether you're here for a romantic getaway or a family vacation, this coastal gem offers the perfect mix of comfort, style, and location.

Cottage in Indian Rocks Beach

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.

4.99 out of 5 average rating, 217 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

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 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! 🥥

4.88 out of 5 average rating, 100 reviews

New 2026 Condo On The Beach - Directly on the Sand

You won't find another rental that is a few steps from the sand like this one. Book with confidence and enjoy your Florida getaway! ☞ Full Kitchen ☞ 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.

Popular amenities for Belleair Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

4.92 out of 5 average rating, 128 reviews

Heated Pool and Spa | 5 min to beach

An outdoor seating area is illuminated by string lights, featuring a table with a fire pit at its center. Two wine glasses filled with red wine are positioned next to a bottle of wine. Nearby, two red cups and several beer bottles add to the relaxed atmosphere.

4.95 out of 5 average rating, 189 reviews

Cozy Stylish Home w/ Heated Pool & Big Parking

5 out of 5 average rating, 222 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.98 out of 5 average rating, 114 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

A cozy open-concept living area features a spacious light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, positioned on a striped area rug. Elegant pendant lights hang above a large kitchen island with a granite countertop, contributing to a welcoming ambiance.

4.98 out of 5 average rating, 164 reviews

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

An inviting outdoor space features a heated saltwater pool and spa surrounded by sun loungers. A dining area is visible next to the pool, with a backdrop of palm trees and a screened lanai. The bright sky enhances the relaxing atmosphere.

5 out of 5 average rating, 106 reviews

Sandy Morning Restored | Pool Spa

4.92 out of 5 average rating, 133 reviews

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

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

4.94 out of 5 average rating, 159 reviews

Swim-Out Bedrooms, Waterfall pool, Peace Place

Apartment rentals with a pool

5 out of 5 average rating, 12 reviews

Sonrisa 5 in Belleair Beach

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, 77 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

4.98 out of 5 average rating, 179 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.

Apartment in Clearwater

Ocean Breeze • Easy - Heated Pool Access

Apartment in Indian Shores

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.

4.98 out of 5 average rating, 122 reviews

Captain's Cove Waterside Condo 103 We are open!

A bright, inviting living space is revealed, featuring a comfortable sofa and a round coffee table. A modern kitchen with stainless steel appliances is visible, alongside a dining area with white chairs. Floor-to-ceiling windows offer views of the Gulf and fill the room with natural light.

4.85 out of 5 average rating, 79 reviews

BBC110 Renovated Beachfront Condo W/Pool

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 117 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

A bright living area is furnished with comfortable couches and a round coffee table. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through large windows and a door leading to the patio. Decorative items are placed on shelves.

4.93 out of 5 average rating, 135 reviews

Beautiful condo on the beach with heated pool!

Apartment in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 474 reviews

Amazing views on beachfront

Other holiday rentals with a pool

Flat in Indian Rocks Beach

A bright and airy living space features modern white cabinetry and a spacious kitchen island. Large windows provide a view overlooking the Gulf, while comfortable seating and a dining area are visible. Tropical-themed artwork and natural light create an inviting atmosphere.

4.93 out of 5 average rating, 15 reviews

Full Gulf-Front View Condo Pool and Spa ,Elevator

A modern building with a mix of light-colored stucco and wood paneling is shown. The three-level structure features multiple balconies and large windows. A landscaped front yard includes palm trees, and a driveway accommodates a parked black vehicle.

4.93 out of 5 average rating, 44 reviews

The Sunshine House!

Flat in Indian Rocks Beach

A modern kitchen features sleek stainless-steel appliances, including a refrigerator and microwave. A large quartz island with seating for four is illuminated by overhead pendant lighting, while ample cabinetry provides storage. Natural light streams through a window adorned with blinds, enhancing the clean design of the space.

5 out of 5 average rating, 9 reviews

Modern 1BR Suite w/ Parking & Pool | Walk to Beach

Superhost

Home in Clearwater

5 out of 5 average rating, 3 reviews

Providence Cove | Heated Salt Pool • Sleeps 12

Superhost

5 out of 5 average rating, 3 reviews

Bay Oasis intercoastal pool home w/ hot tub

5 out of 5 average rating, 12 reviews

Home in Coquina Key

Casa Coquina: waterfront, pool, hot tub, boat lift

Cottage in Belleair Beach

4.93 out of 5 average rating, 44 reviews

Newly Renovated ON Beach/2King Beds&a twin bunk

A living area features a brown leather sofa adorned with a decorative pillow. A round coffee table is positioned in front of the sofa, while a fully equipped kitchen with white cabinetry and stainless steel appliances is visible in the background. Two bar stools sit at the kitchen counter.