Family-friendly holiday rentals in Belleair Beach

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Short-Term Rental Studio Near the Beach — Relax, Unwind & Enjoy Privacy Escape to our cozy studio designed for vacations with friends, romantic getaways, or even a productive business trip — all just 3 miles from the beautiful Gulf beaches. Step outside into your private backyard oasis, featuring both sunny and shaded seating so you can lounge however you like. Enjoy a peaceful garden setting, a comfortable outdoor dining area, and a BBQ grill perfect for laid-back evenings at home. Inside, y

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!

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Over 180 5 StarReviews! IndianRocks, Walk to Beach

A two minute stroll to the sugar white sands of Indian Rocks Beach! Ranch Style Duplex cottage with an outdoor patio and barbecue. Recent renovation with living, dining rooms, & spacious kitchen. Two bedrooms, oversized leather sofa, full bath with euro glass shower. Well equipped with full kitchen supplies, refrigerator, microwave, and washer/dryer in unit. Free 2 car parking, WIFI, Roku TVs, Netflix, and more! Glide the wagon to the beach with comfortable beach chairs, umbrella, and toys.

Cozy Suite On The Beach - Heated Pool

We’re pleased to announce that our property is now open, fully operational, and in excellent condition following the recent hurricane. Book with confidence and enjoy! ☞ Free Parking ☞ Heated Pool ☞ Self-check-in We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Features include a comfortable bedroom, free parking, and a heated pool. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

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!

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

Triplex- heated pool, bikes, across st from beach

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ 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

Hidden Oasis #3, *construction discount!*

*Construction discount! The yards and upstairs apartment are undergoing renovations. Please note the seating on the decks is limited and there may be noise in this unit during the day from the work above.* Walk into this welcoming apartment and find your paradise! This cozy space has shared access to a large courtyard w/ grill & smoker. Short 10-minute drive to the best world-famous Gulf beaches. Free bikes! Come make yourself at home in this Hidden Oasis 🌴

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 beds garage Charming Condo - pool & beach access

Perfect, quaint and private two-bedroom townhome on the gulf. Stay on the beach with all the comforts of home. Enjoy beach access anytime but with the luxury of a two-car garage to explore the area without worry. Sit on the enclosed screened balcony to enjoy breakfast with treelined and sunrise views for a secluded escape or benefit from a fully renovated kitchen to cook whenever you please. We are fully committed to expert cleaning between guests.

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