
Holiday rentals with a pool in Sand Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sand Key
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Lovely Condo minutes from beach & King bed
Kick back and relax in this calm, stylish space.Minutes away from Clearwater Famous Beach.You will be pleased with high ceilings and open floor plan.King size bed in the Bedroom with balcony and 55" smart Tv. Walk-in closet and updated bathroom. Spacious covered patio style balcony. Full-size washer and dryer inside the unit. Fully updated and equipped kitchen. Specious living room with a sleeper sofa that can sleep two quests and 65"smart Tv. Heated outdoor pool, gym, fast wifi internet, cable

Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach
Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, covered dining, and relaxing hammock! You’ll love this quaint Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Luxury Oasis • Heated Salt Pool • Near Beaches
Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Waterfront Industrial Chic #2 Clearwater Beach
This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Mango, 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, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Triplex- heated pool, bikes, walk to beach,
☀ 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

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Ocean Breeze • Easy - Heated Pool Access
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

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.

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!
Popular amenities for Sand Key rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Heated Pool and Spa | 5 min to beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

Sunshine, Beaches & Refreshing Pool/Screen Patio

Splash House - Relaxation Haven/Private Pool

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

Swim-Out Bedrooms, Waterfall pool, Peace Place

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Apartment rentals with a pool

Gulf-View 2BR/2BA Beach Condo!

Waterfront Condo | Steps to Clearwater Beach 2King

Modern and Cozy Condo 6 Minutes from the Beach !

Condo Conveniently located to Clearwater Beach

Bright and Spacious 1Bed/1Bath condo.

Bright & Airy 2/2 with side ocean view!

Tropical Beachfront Penthouse-Beach Cottages

2 King Suites • Waterfront • Walk to Beach
Other holiday rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa

Parker Manor Apartment

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Beach Front King Suite, Pool, Grills, Docks #711IR

Luxury Ocean Front Duplex

Seaside Retreat Cottages #3

Heated pool, Oceanfront view, 2King, huge balcony

Beachfront Belleair Beach Condo Est. rental 2016
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 189 | € 198 | € 198 | € 195 | € 185 | € 180 | € 179 | € 163 | € 168 | € 196 | € 203 | € 211 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Sand Key

Total holiday rentals
Explore 130 holiday rentals in Sand Key

Nightly prices starting at
Sand Key holiday rentals start at € 42 per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Sand Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sand Key rentals

4.8 Average rating
Sand Key stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a sauna Sand Key
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- Fitness-friendly rentals Sand Key
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- Flat rentals Sand Key
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- Beach apartment rentals Sand Key
- Rentals with a washing machine and dryer Sand Key
- Family-friendly rentals Sand Key
- Apartment rentals Sand Key
- Rentals with pools Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Gulfport Beach Recreation Area
- Hard Rock Casino
- Busch Gardens
- The Don CeSar




