
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.

Waterfront Townhome w/Game Room & Boat Slip! Walk
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Neptune's Nest | Amazing Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, updated with all the comforts of home. Grill on your private patio or relax in the pool area in our tropically landscaped grounds. Cross Gulf Boulevard to 8th Ave beach access to the beautiful turquoise waters and white sandy beaches of the Gulf of Mexico. Enjoy swimming, shelling and fishing as you live the island life. Splash Harbour water park, shops and restaurants are within walking distance. Come for an unforgettable stay! City tax#1479

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

The Shack at IRB
*FULLY REMODELED!!! *TOTALLY SMOKE- FREE *WALKABLE BEACH COMMUNITY *PERFECT FOR COUPLES Come enjoy our quiet 1 bedroom condo with a cozy living room, full kitchen and very close beach access!! All beach items provided! Short stride to the property’s private pool, and a public Trolley that runs daily between Clearwater & St Pete Beaches. Easy stroll to many nearby restaurants, bars & shops. Includes wifi, stream Tv service & private stacked laundry. A very peaceful spot for a beach getaway!

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Beach Across the St | No Stairs |Parking in Front!
Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, you’ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

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.

Newly Reno Luxury Condo 30 Steps to Paradise
Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

Tropical Paradise
Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

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

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587
Popular amenities for Sand Key rentals with a pool
House rentals with a pool

Heated Pool and Spa | 5 min to beach

The Jungalow SOHO - Pool/Hot Tub

The Palm House | Free Heated Pool!

Cozy Stylish Home w/ Heated Pool & Big Parking

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV

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

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Condo rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Modern and Cozy Condo 6 Minutes from the Beach !

Condo Conveniently located to Clearwater Beach

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Beach Front at “The Shore”

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Five Star Beachfront Condo Newly Renovated

Sandy Feet Retreat
Other holiday rentals with a pool

Lazy Lizard Villa! With Heated Pool/Spa/ Waterfall

Lux Tiny Home | 2 Bed 1 Bath Unit D “Skye”

Water Lover's Paradise | Waterfront • Dock • Pool

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

Beachfront Oasis / Pool, Beach Access & Ocean View

Honeymoon Luxury Residence with Heated Pool &Sauna

1 Bedroom Clearwater Condo near it all

Waterfront Pool Home Fishing Dock Walk To Beach
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $399 NZD | $416 NZD | $463 NZD | $392 NZD | $373 NZD | $363 NZD | $361 NZD | $328 NZD | $339 NZD | $395 NZD | $409 NZD | $424 NZD |
| 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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Sand Key holiday rentals include Wi-Fi access

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

4.9 Average rating
Sand Key stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Beachfront rentals Sand Key
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- Rentals with a patio Sand Key
- Apartment rentals Sand Key
- Rentals with a washing machine and dryer Sand Key
- Fitness-friendly rentals Sand Key
- Rentals with beach access Sand Key
- Rentals with a hot tub Sand Key
- Family-friendly rentals Sand Key
- Rentals with outdoor seating Sand Key
- Rentals with a sauna Sand Key
- Beach condo 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
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- University of South Florida
- Tropicana Field
- River Strand Golf and Country Club
- ZooTampa at Lowry Park
- Busch Gardens





