Holiday rentals with a pool in Belleair Beach

Bungalow in Indian Shores

A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.

4.91 out of 5 average rating, 223 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

Villa in Indian Rocks Beach

4.92 out of 5 average rating, 130 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

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, 114 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.

Guest suite in Indian Rocks Beach

The outdoor pool area is softly illuminated in purple light, creating a serene ambiance. The spacious pool is surrounded by a stone patio and lush palm trees, with the house visible in the background. It is set against a tranquil night sky, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 246 reviews

Turtle Hideaway - Waterfront-Hot Tub-Walk to Beach

Step into Turtle Hideaway, our charming ground floor guest suite, enveloped by the serene beauty of the Intracoastal, local wildlife, and the crisp sea breeze. From the moment you arrive, you'll be embraced by thoughtful touches that instantly make you feel at home. Adorned with local art and charming turtle crafts, the suite is affectionately named 'Turtle Hideaway.' Immerse yourself in the coastal ambiance, kayaks await to explore the waterways and bikes for rides to the nearby beach.

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.

4.96 out of 5 average rating, 196 reviews

Your private Waterfront Pool home!

See photos for City holiday event dates! Boat parade ! Street parade! Tree lighting! 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

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.

4.96 out of 5 average rating, 165 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, 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, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Flat in Indian Rocks Beach

A heated pool is surrounded by palm trees, with two blue sunshelf loungers partially submerged in the water. Spacious chaise loungers are positioned around the pool area, featuring a light-colored stone deck and privacy provided by a wooden fence in the background.

4.97 out of 5 average rating, 144 reviews

Triplex- walk to beach, heated pool, bikes

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared heated pool with sun shelf and chaise loungers ☀ Fire pit with relaxing swivel lounge chairs, bikes ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior

Bungalow in Indian Rocks Beach

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.

4.9 out of 5 average rating, 140 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

Superhost

Apartment in Belleair Beach

4.82 out of 5 average rating, 103 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.

4.99 out of 5 average rating, 141 reviews

A well-appointed bedroom features a spacious queen bed with a striped blanket. Two bedside tables with lamps are positioned on either side. Natural light fills the room through a window adorned with light curtains, while tasteful artwork hangs on the concrete wall.

Apartment in Clearwater

Seasalt Breeze, by the pool, NO PETS

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

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, 108 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.

Apartment in Independence Square

A private balcony offers a cozy seating area with blue cushions and a small table. Palm trees and beach views are visible beyond the railing, where the sand meets the water, enhancing the relaxing beach atmosphere.

4.9 out of 5 average rating, 114 reviews

Oceanfront View, Spacious Townhouse, Heated Pool

🌊 This 2BR, 2BA beach home offers breathtaking water views from every bedroom, each with its own TV. The 1st floor features a spacious living room with large TV, full kitchen, and bath, while the 2nd floor hosts both bedrooms and another bath. Relax on the balcony, enjoy the heated pool, BBQ grill, or sun loungers. With beach essentials, elevator access, and stunning views, it’s perfect for your coastal getaway. 🚤☀️

Popular amenities for Belleair Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 136 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

A private outdoor pool is surrounded by tropical landscaping, featuring palm trees and colorful plants. Several lounge chairs are positioned alongside the pool, and umbrellas provide shade for outdoor relaxation. The area is enclosed by a white fence, creating a serene atmosphere.

4.88 out of 5 average rating, 128 reviews

The Paradise Cove No. 2

4.97 out of 5 average rating, 160 reviews

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

Home in Clearwater

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

5 out of 5 average rating, 185 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, 144 reviews

A spacious living area features a sectional couch and a decorative area rug, enhancing the inviting ambiance. A dining table with modern chairs is positioned against a striking patterned accent wall, while natural light filters through the nearby windows, casting a warm glow over the space.

Home in Pinellas Park

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.

4.97 out of 5 average rating, 149 reviews

Palm Oasis | Heated Pool | Near Beaches

Home in Indian Rocks Beach

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.

4.95 out of 5 average rating, 119 reviews

Palm Paradise - Family Amenities+Central Location

Apartment rentals with a pool

An aerial view captures the vibrant community pool surrounded by palm trees, with the serene blue waters of the Gulf in the background. The layout of the condo complex is visible, showcasing its proximity to the beach and inviting outdoor spaces.

4.96 out of 5 average rating, 143 reviews

Serenity by the Sea * Steps to the Ocean*

A waterfront view showcases the community pier lined with palm trees, providing access to the Intracoastal waterway. The nearby building features balconies and patio furniture under blue umbrellas, enhancing the leisure atmosphere. Multiple docks extend into the clear water, inviting relaxation.

4.99 out of 5 average rating, 110 reviews

Blue Sea Renity -Steps to Beach| Heated Pool

4.9 out of 5 average rating, 222 reviews

A resort-style pool is situated within a gated community, featuring clear blue water and a gently curving shape. Surrounding the pool are lounge chairs, a shaded seating area, and lush landscaping with palm trees, enhancing the tranquil setting.

Apartment in Clearwater

Very cozy quality condo close to Clearwater Beach

4.89 out of 5 average rating, 219 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.

Apartment in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

4.93 out of 5 average rating, 89 reviews

A welcoming entrance to The Avalon features a landscaped roundabout with manicured greenery and vibrant flowering plants. A central fountain adds a serene element, while the building's architecture is framed by palm trees and blue skies.

Apartment in Clearwater

Condo Conveniently located to Clearwater Beach

A bright living room showcases upgraded flooring and coastal-themed decorations. A comfortable sectional sofa and plush armchair are arranged around a coffee table. A large flatscreen TV is mounted on the wall, while sliding glass doors provide natural light and views of the outdoors.

5 out of 5 average rating, 34 reviews

Bright & Airy 2/2 with side ocean view!

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

Gulf front 1 BR condo-

Superhost

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

Apartment in St. Petersburg

4.86 out of 5 average rating, 490 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Other holiday rentals with a pool

Apartment in Redington Shores

A serene ocean view captures the sun setting on the horizon, casting warm orange and gold hues across the sky. Gentle waves break on the shore, creating a foamy shoreline. The tranquil scene highlights the beauty of nature at dusk.

5 out of 5 average rating, 14 reviews

Beachfront Condo with Stunning Sunset Views

Home in Indian Rocks Beach

The outdoor area features a heated saltwater pool illuminated with a soothing blue hue. Surrounding palm trees and tropical landscaping enhance the tranquil atmosphere. A yellow and white striped umbrella provides shade beside the pool, offering a picturesque view of the waterway beyond.

4.91 out of 5 average rating, 86 reviews

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room

A spacious balcony offers a view of the beach and ocean, with a table and chairs positioned for enjoying the sunset. The horizon is illuminated with warm tones as the sun sets, while the nearby pool area is partially visible.

5 out of 5 average rating, 15 reviews

Ocean Way Unit 2 Beach Front

Superhost

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.

Flat in Indian Rocks Beach

5 out of 5 average rating, 3 reviews

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

Flat in Indian Rocks Beach

The serene beachfront view captures the horizon where the ocean meets the sky at dusk. Soft waves gently roll onto the shore, while silhouetted figures are seen walking along the beach. The scene is framed by coastal vegetation and the faint glow of twilight.

4.75 out of 5 average rating, 89 reviews

Cozy Beach Bungalow With parking!

Guest house in Crescent Lake

A serene outdoor space features a saltwater pool surrounded by lush greenery. Two lounge chairs are positioned under a striped umbrella, providing shade on the pool deck. The light-colored stone tiles enhance the calming atmosphere of this private retreat.

5 out of 5 average rating, 13 reviews

Luxury Pool House

A spacious corner balcony features a new couch and a comfy chair, offering an unobstructed view of the ocean. A heated pool is visible below, surrounded by palm trees and beach chairs, enhancing the inviting outdoor space.

4.82 out of 5 average rating, 11 reviews

Heated pool, Oceanfront view, 2King, huge balcony

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.