
Vacation 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.

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

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.

Palms and Dreams Villa 3/2 Heated Pool•BEACH 5 mi
Book your dream getaway in this bright, spacious, updated 3bd 2ba home for up to 10 guests. Nestled in a safe, quiet neighborhood, minutes from beaches, dining, and shopping. Relax in your private backyard oasis with cozy seating, a gorgeous seasonally heated pool, an outdoor dining area, a gentle flow spa (not a hot tub), a BBQ grill, and lush greenery. Every detail has been designed to make your stay unforgettable. Reserve our home today and start making memories with family and friends!

2/2 located at JW Marriott on Clearwater Beach,715
Relax and unwind at this luxurious condo located at the JW Marriott Resort and Spa on Clearwater Beach. This privately owned 2-bedroom, 2-bathroom residence features stunning views of the Gulf of Mexico from your 8th floor private balcony, which is accessible from both bedrooms and the living room. This is a corner unit, which makes for stunning 7th floor views of the Gulf of Mexico! Sleeps up to 8. Secluded, private beach allows you to enjoy the pristine white sand and sparkling water!

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!

CBC 1-18C – Beach Front, Pool, Hot Tub & Gym!
⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

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

2 King Suites • Waterfront • Walk to Beach
Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! 🎵 Welcome to Dock of the Bay, a Clearwater Beach escape where each day starts with a fresh vibe. With bayfront views echoing “sittin’ on the dock of the bay…”, this serene spot is ideal for couples and families in a walkable location near the beach, Pier 60, shops, restaurants, and activities.

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.

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

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.
Popular amenities for Sand Key rentals with a pool
House rentals with a pool

Ocean Dreaming: Waterfront Home with Heated Pool,

Clearwater Game House! Bowling, Golf, Heated Pool

Waterfront Townhome w/Game Room & Boat Slip! Walk

Sunshine, Beaches & Refreshing Pool/Screen Patio

Splash House - Relaxation Haven/Private Pool

Swim-Out Bedrooms, Waterfall pool, Peace Place

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!
Condo rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Gulf-View 2BR/2BA Beach Condo!

Relax in a Newly Renovated Beach Front Paradise

Newly Reno Luxury Condo 30 Steps to Paradise

Renovated Condo! Across the Street From The Beach

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

Bright and Spacious 1Bed/1Bath condo.
Other vacation rentals with a pool

Heated Pool & Spa 8min to beach, w/ games, theater

Upscale Oceanfront Paradise 202

Condo Conveniently located to Clearwater Beach

Bright & Airy 2/2 with side ocean view!

Beachfront Belleair Beach Condo Est. rental 2016

Heated pool, Oceanfront view, 2King, huge balcony

Beautiful condo in Clearwater

Spacious 1Bedroom Condo w. Pool, Walk to the water
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 191 | € 199 | € 199 | € 196 | € 186 | € 181 | € 180 | € 164 | € 169 | € 197 | € 204 | € 212 |
| 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 vacation rentals with a pool in Sand Key

Total vacation rentals
Explore 130 vacation rentals in Sand Key

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

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Sand Key vacation rentals include wi-fi 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 patio Sand Key
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- Beach condo rentals Sand Key
- Condo rentals Sand Key
- Rentals with a sauna Sand Key
- Rentals with beach access Sand Key
- Rentals with a hot tub Sand Key
- Family-friendly rentals Sand Key
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- Beachfront rentals Sand Key
- Waterfront rentals Sand Key
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- 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
- Dunedin Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club




