Mansion holiday rentals in Clearwater

A spacious living area features a leather sectional sofa and a coordinating ottoman, accented by a decorative rug. Natural light fills the room through multiple windows with wooden shades. A dining table and a small kitchen area are visible in the background, creating an open concept layout.

4.95 out of 5 average rating, 55 reviews

Remodeled 4 BR 2 bath w/spa near beach & ball park

Welcome to your Clearwater getaway! This fully renovated 4BR/2BA home offers comfort and convenience. Enjoy Smart TVs in every room, a fully stocked kitchen, and a relaxing hot tub in the back with mosquito netting. Ample parking for RVs, boats, and trailers makes it perfect for adventurers. Just a short walk to BayCare Ballpark, home of the Phillies, and about 15 minutes from Clearwater beach, dining, and shopping. Ideal for families, groups, or sports fans seeking the perfect Florida retreat!

4.94 out of 5 average rating, 166 reviews

A screened-in pool area features a clear blue in-ground pool surrounded by lounge chairs and vibrant blue seating options. Lush greenery provides a natural backdrop. Sunlight filters through the mesh canopy, creating a bright and inviting space for relaxation.

Home in Largo

Spacious Home+Guest House w/Huge Pool/Big parking

Enjoy this tastefully decorated home with a separate guest house, perfect for families or groups. Over 2500 sq ft with a huge backyard and pool, just minutes from beaches, theme parks, restaurants & shops. ✨ Highlights: Main house (3+2) + guest house (1+1) Huge backyard & private pool Family-friendly, perfect for gatherings Close to beaches, Splash Harbor Water Park, restaurants Large parking for 7+ cars/RV Convenient location Book your stay and enjoy comfort, style, and fun in one place! :)

A rectangular heated pool is surrounded by a screened enclosure, featuring inviting blue water and colorful inflatable pool toys. Lounge chairs are positioned along the edge, with a light brown paver patio enhancing the outdoor space. Lush greenery is visible in the background.

4.89 out of 5 average rating, 120 reviews

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

Welcome to the Peachy Tiki - Clearwater's family and group friendly fun getaway close to everything! With 2 arcade games, a pro foosball table, a stocked kitchen, and a large heated pool (no charge to heat) you may not want to leave this home 🤩 We also feature an outdoor TV, grill and outdoor shower for true Florida living🌴 Indulge in your morning coffee by the pool! We offer K cups and drip coffee. If frozen margaritas poolside are more your thing, we’ve got you covered with a blender 🍹

5 out of 5 average rating, 125 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

Welcome to The Quazzi House - located in Clearwater, Florida! You and your guests are sure to enjoy this 1/2 acre property! This Unique 4 bedroom 3 bath home comes equipped with a 40 foot Pool, private Hot Tub area, along with your own Pickleball & Basketball Court. Located just 15 minutes from Clearwater Beach, 20min from Tampa and 10min from PIE! Come relax in sunny Florida with the most beautiful beaches around! * *Pool can be heated for additional fee *NO PARTIES $1000 FINE & CLEAN FEE

Superhost

A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.

4.9 out of 5 average rating, 132 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

4.84 out of 5 average rating, 172 reviews

Tropical 4BR Escape with a Pool, < 7mi to beaches!

Experience the ultimate Florida getaway in this coastal retreat. Lounge beside the sparkling private pool or unwind beneath the covered lanai, complete with a 55” Smart TV, BBQ grill, and plenty of space for family dining. Just 4 miles from world-famous Clearwater Beach, you’ll be surrounded by endless upscale dining, chic bars, and boutique shopping—all within 2 miles. Baseball enthusiasts can stroll just 15 minutes to Spectrum Field, home of the Philadelphia Phillies Spring Training.

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, 135 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

4.93 out of 5 average rating, 15 reviews

An open living area features a high ceiling with a ceiling fan and elegant light fixtures. A large flat-screen television is mounted on a stone wall, surrounded by large windows. Comfortably arranged sofas invite relaxation, alongside a stylish coffee table and a view towards the kitchen.

Home in Safety Harbor

Special vacation house

This beautifully furnished Mediterranean-style estate is available for monthly rental, offering a blend of luxury, privacy, and convenience on a full acre of serene, private land with only three neighboring properties. Located in an outstanding area, it's a short five-minute drive to major shopping centers, a mall, and essential amenities, with a hospital close by. Enjoy the beautiful beaches just 15 minutes away, as well as easy access to both TPA and PIE airports.

Superhost

A private heated pool is surrounded by a spacious patio, featuring reclining lounge chairs and a shaded dining area beneath an umbrella. Lush greenery and tall palm trees frame the serene backyard, creating an inviting outdoor space for relaxation.

4.93 out of 5 average rating, 268 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.

4.92 out of 5 average rating, 143 reviews

Home in Pinellas Park

Vacation destination 4 bedroom house

No mandatory evacuation zone. This stylish place to stay is perfect for group trips, very spacious 4 rooms and common areas, every room has a ceiling fan and Smart TV . Location is perfect, 5 min to US 19, 20 min to Tampa Airport, 20 min to downtown, 20 min to beaches, safe and quiet neighbourhood. Backyard is completely fenced and private, gigantic deck on 3 sides of the house with 3 entrances , fire pit, and gas grill. Pets are welcome here!!

A vibrant pool area features playful tiger floaties and white spherical decorations floating on the surface. The pool is surrounded by comfortable lounge chairs and hammocks, with colorful drapes leading to the entrance of the house. Lush greenery and palm trees add a lively touch.

4.9 out of 5 average rating, 182 reviews

Clearwater GLAM | Pool, Games, Hot Pink Oasis!

WOW Factor! Just 10 minutes from Clearwater Beach, this STUNNING home will provide you with enough entertainment for an unforgettable trip. Four bedrooms, two living rooms, game room, heated pool, fire pit, and so much more in this glam-house! See it to believe it! 5 min - Downtown Largo 10 min - Clearwater Beach 15 min - Sand Key Park, Ruth Eckerd Hall, Clearwater Int. Airport 30 min - Tampa Experience Clearwater With Us & Learn More Below!