Mansion holiday rentals in Clearwater

4.96 out of 5 average rating, 105 reviews

A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.

Home in Barrington Hills

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

4.93 out of 5 average rating, 46 reviews

Villa in Largo

NEW Tiki Bar~Heated Pool! Ping Pong & Pool Table!

This newly fully remodeled modern villa features a resort style backyard including a HEATED pool, a waterfall, a Tiki Bar with TV, lounge chairs, grill, outdoor dining table, corn hole & more! Inside the home there is plenty of room for the whole family and an awesome Pool table that converts to a Ping Pong table or a large dining table for additional seating and a dart board! We also provide all the beach gear you willl need! All this & the home is located just 8 minutes to Indian Rocks Beach!

4.98 out of 5 average rating, 102 reviews

Home in Largo

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!

Welcome to Coastal Comfort-- just 5 miles from the beach! • Brand New Heated Pool & Hot Tub • Game Room • Comfortable Beds for 12 • Brand New Appliances • Complimentary Coffee & Youtube TV • Water Purifier This stylish retreat offers the perfect blend of comfort and convenience, making it ideal for your next vacation. Whether you're seeking quality family time, a romantic getaway, or a fun-filled adventure with couples, friends, teams or colleagues, Coastal Comfort has everything you need!

A welcoming living room is presented with two comfortable sofas and accent chairs surrounding a rustic coffee table. Natural light is filtered through sheer curtains, enhancing the warm wooden flooring. A dining area is visible in the background, providing a cozy atmosphere for gathering.

4.89 out of 5 average rating, 109 reviews

New to market 4 Bedroom spacious home. By beach

Just over bridge to Clearwater Beach and minutes to Seminole Boat Ramp. This recently remodeled home with New furnishings has it all, location, fun and memories. 4 private bedrooms each with a queen size bed and blow up mattress for living room. 2 full bathrooms, one tub and one step in shower. Close to downtown Clearwater and minutes to the Shoppes and Restaurants of Dunedin. Lots of parking, bring your boat. Have fun days at Honeymoon Island and dolphin tours, fishing and watercraft rents

4.94 out of 5 average rating, 155 reviews

A spacious outdoor area is highlighted by a large pool surrounded by a stone patio. A dining table with multiple chairs sits beneath a wooden pergola adorned with lights. Lush palm trees and an elevated deck complete the inviting ambiance of the space.

Home in Largo

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach

Poolside Palms - Just minutes from Indian Rocks Beach, Restaurants & Attractions! An indulgent getaway awaits in our fabulous 4BR/3.5BA home that features amazing indoor/outdoor entertaining space plus all the amenities to accommodate a large group of 14! Luxurious design, high-end bedrooms, comfortable and stylish furnishings, this two-level home boasts a game room & private pool and patio! Bright Livingroom, Incredible Kitchen, Elevated deck on a corner lot! Look no further - Just Book it!

5 out of 5 average rating, 77 reviews

Heated pool 12 min to beach w/ Gameroom, king beds

Welcome to Coastal Sanctuary! Comes stay at our modern, 4 bedroom heated saltwater pool home in a family friendly neighborhood that features an open floor plan, oversized kitchen & amenities to provide you, your family & friends with everything you need to enjoy a true Florida vacation experience including a heated pool, game room & more! 12 min – Clearwater Beach 15 min – St. Pete-Clearwater International Airport 25 min – Tampa International Airport 35 min – Downtown Tampa 90 min – Disney

Home in Indian Rocks Beach

Two lounge chairs are positioned beside a small table, offering a view of the serene canal. Tall palm trees and lush greenery frame the scene as the sky transitions with hues of purple and orange during sunset.

4.89 out of 5 average rating, 151 reviews

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

Welcome to Villa Azule, your luxurious Indian Rocks Beach retreat! - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom, accommodating up to 10 guests. - Outdoor amenities include a boat lift, propane grill, fire pit, bikes, and kayaks. - Open concept living area perfect for relaxation and entertainment. - Close to local shops and a 10-minute walk to the beach. - Complimentary sparkling wine awaits your arrival.

4.97 out of 5 average rating, 180 reviews

A spacious screened-in tiki hut is situated next to a shimmering pool, surrounded by lush tropical foliage. Comfortable seating options are visible under the thatched roof, providing a shaded area for relaxation while colorful accents enhance the inviting atmosphere.

Home in Seminole

The Ultimate Vacation Pool Home +Guest Cottage~

Sleeps 14 6 minutes to the beach 25 minutes to Downtown Welcome to your ultimate group getaway! This unique home brings the fun with a MASSIVE pool, pool bar, oversized outdoor chess, and a huge screened-in tiki hut (optional HEATED POOL). The home is stunning but don't forget about the stylish guest cottage (with kitchenette + full bath) it is perfect for the guest of honor or bachelorette. Big vibes, tons of space, and unforgettable memories—this is not your average vacation rental.

Home in Indian Rocks Beach

A beach deck is shown with turquoise lounge chairs and an umbrella, overlooking the sandy shore and the ocean. The setting sun casts warm light across the water, enhancing the atmosphere. Steps lead from the deck to the beach, creating easy access.

4.92 out of 5 average rating, 141 reviews

High-end Beach heaven, Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

4.95 out of 5 average rating, 110 reviews

Family Getaway! Hot tub, pool, firepit, King beds

Beautiful single-story, 4-bedroom home in a quite neighborhood, perfect for family & friends! Just 15 minutes from both Clearwater Beach and Indian Rocks Beach! Enjoy two livingrooms, a full kitchen, 2 King bedrooms and 2 more bedrooms (plus a sofa bed and futon) comfortable for up to 11 people. Swim in the pool, relax in the hot tub or make s'mores in the wood-burning fire pit! Feel free to message us with any questions. We look forward to hosting you :)

Superhost

4.93 out of 5 average rating, 273 reviews

Tropical Retreat w/ Heated Pool | Clearwater Beach

Experience ultimate relaxation in this inviting home, perfect for families and friends. With 4 bedrooms, 2 baths, a private heated pool, and a cozy firepit, it’s ideal for your next getaway. Located just minutes from Clearwater Beach and Dunedin’s waterfront, the home features a fully fenced backyard, Smart TVs, and essential beach gear. Whether you’re sun-soaking or exploring local attractions, this space has everything you need for a memorable stay.