Vacation rentals with a pool in Belleair Beach

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, 34 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!

Cottage in Belleair Beach

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

Newly Renovated Cottage, 2 Bedrooms, 1 Bath, Sleeps 6. Bathroom partially renovated. Directly on the beach, ground floor, super clean, quiet beach cottage. Get your feet in the sand, put up the umbrella & watch the spectacular sunsets from the beach, or our comfortable couch or on the patio. Really, we are right on the beach. Our cottage is 800sqft has a heated pool during the winter, shared with 4 other units/cottages Keywords: cottage, apartment, bungalow, house, beach place, child friendly

4.93 out of 5 average rating, 44 reviews

Bungalow in Indian Shores

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

4.97 out of 5 average rating, 206 reviews

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!

A wooden walkway leads to a sandy beach, framed by lush greenery on either side. The sun sets in the background, casting a warm glow over the calm ocean, while soft waves lap gently at the shore.

4.93 out of 5 average rating, 61 reviews

Ocean Front Condo where Sea Renity Awaits

Welcome to Sea Renity on the Beach! Relax and enjoy everything paradise has to offer in this spacious ocean front 3 bdrm 2 1/2 bath, two story condo that is directly on the white sands of the private and luxurious Belleair Beach. Enjoy unobstructed views of the sunsets while sipping your favorite drink on private upper and lower patios. Appreciate and bask in the privacy and serenity of a private beach while minutes away from the famous Clearwater and St. Pete Beach. Comfortably sleeps 9.

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.

4.84 out of 5 average rating, 111 reviews

BBC216 - Gulf Breezes & Beachfront Vibes!

🌊 Gulf-Front Condo w/ Balcony | Beach Access | Pool | Sleeps 6 🌴 ~ Managed by Sandy Feet Vacation Rentals ~ ✨ 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.

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, 548 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

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.

Townhouse in Indian Rocks Beach

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.

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.

4.95 out of 5 average rating, 131 reviews

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.

Beach Cottage | Pool | Walk to Dining & Sunset

Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.

4.99 out of 5 average rating, 224 reviews

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.

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

4.97 out of 5 average rating, 234 reviews

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, 86 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!

4.93 out of 5 average rating, 153 reviews

Condo in Indian Shores

Panoramic Gulf View Beachfront Condo

Escape to our 7th-floor beachfront condo at Sand Castle II in Indian Shores! This spacious 3-bedroom, 2-bath sanctuary comfortably sleeps 8. Enjoy panoramic Gulf views from your private balcony, perfect for watching dolphins. With direct beach access, a heated pool, and a hot tub, this is the ultimate coastal getaway. Walk to Caddy's for dinner and live music!

Popular amenities for Belleair Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil scene features a white heron standing beside a crystal-clear private pool. Vibrant blue lounge chairs are positioned around the pool, framed by lush green landscaping and palm trees. A serene waterway is visible in the background under a bright blue sky.

4.88 out of 5 average rating, 102 reviews

Pelican Bay Heated Pool, Water View & Nearby Beach

4.95 out of 5 average rating, 196 reviews

Home in Largo

Cozy Stylish Home w/ Heated Pool & Big Parking

4.91 out of 5 average rating, 108 reviews

Coastal Chic Cottage 2 Blocks to Beach | Heated Po

4.97 out of 5 average rating, 145 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

4.92 out of 5 average rating, 143 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

4.92 out of 5 average rating, 173 reviews

Home in Largo

Swim-Out Bedrooms, Waterfall pool, Peace Place

4.91 out of 5 average rating, 204 reviews

Home in Largo

The Oasis - Arcades - Golf & Games - HTD 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.

5.0 out of 5 average rating, 112 reviews

Sandy Morning Restored | Pool Spa

Condo rentals with a pool

4.82 out of 5 average rating, 127 reviews

Beachfront corner condo 3 bedroom, 2 bathroom.

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, 149 reviews

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

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.

5.0 out of 5 average rating, 122 reviews

Work Remote & Stay Beachfront

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.

4.91 out of 5 average rating, 137 reviews

Beautiful condo on the beach with heated pool!

Condo in Clearwater Beach

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

4.98 out of 5 average rating, 182 reviews

A vibrant water park features large, spiraling water slides in bright yellow, green, and blue hues. Lush palm trees surround the area, and a clear blue sky enhances the lively atmosphere. The structure includes a tall staircase leading to the slides, with pathways lined by greenery.

4.89 out of 5 average rating, 126 reviews

Waterfront, Harbourside, Water Park, Beach, #5516

4.87 out of 5 average rating, 174 reviews

A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.

Condo in Indian Shores

"Jewel At The Shores" Gulf Front, sleeps 5

A modern living area is visible, featuring a gray sectional sofa adorned with colorful pillows. A round coffee table is centered on a light floor. Large windows offer views of the beach and ocean, while a dining area for four is positioned nearby, complemented by bright natural light.

4.87 out of 5 average rating, 90 reviews

Renovated Beachfront Condo W/Pool

Other vacation rentals with a pool

Apartment in Indian Rocks Beach

A balcony offers a panoramic view of the beach and ocean, framed by palm trees. Comfortable outdoor seating is arranged around a table, inviting relaxation. The sandy shore is visible, with a few beachgoers in the distance under a bright sky.

Oceanfront Ultra-Luxury condo

4.86 out of 5 average rating, 87 reviews

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.

4.94 out of 5 average rating, 49 reviews

The Sunshine House!

4.83 out of 5 average rating, 36 reviews

Oceanfront Condo - Beach front• Free parking

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.

4.96 out of 5 average rating, 85 reviews

Crimson Sunset Rentals

5.0 out of 5 average rating, 3 reviews

Beachfront Condo | Pool + Direct Beach Access

Cottage in Indian Rocks Beach

The outdoor area features a large heated saltwater pool surrounded by a spacious patio. A tiki bar with seating is visible, along with two red lounge chairs. Lush palm trees add greenery to the setting, creating a relaxed and inviting atmosphere.

Seaside Retreat Cottages #3

4.95 out of 5 average rating, 81 reviews

5.0 out of 5 average rating, 11 reviews

Indian Rocks Beachside | Pool & Steps to Sand