Holiday rentals with a pool in Sand Key, Clearwater

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Popular amenities for Sand Key, Clearwater rentals with a pool

House rentals with a pool

Superhost
Home in Largo
4.88 out of 5 average rating, 123 reviews

The Paradise Cove No. 2

NatalliaRating, 5 stars3 weeks ago
Perfect little home for family stay, close to restaurants, grocery stores and the beach! Every other rental we’ve stayed at we had to worry about small things like coffee and sugar, toilet paper or trash bags but not in this house though! They had all the essentials and plenty of those and so much more! Can’t even describe how amazing it felt rolling into the beach with all the chairs, umbrellas and sand toys. This house is truly a hidden gem 💎
Guest favourite
Home in Tampa
4.93 out of 5 average rating, 102 reviews

Cozy Tampa Home with Large Heated Pool

MargarleliaRating, 5 stars2 days ago
We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.
Guest favourite
Home in Largo
4.93 out of 5 average rating, 105 reviews

Paradise Cove-Designer Home | Pool+Spa | Arcade

AndriaRating, 5 stars2 days ago
We had a great stay at Danielle’s place. The kids loved the pool and the game room .
Guest favourite
Home in Largo
4.96 out of 5 average rating, 134 reviews

Palm Oasis | Heated Pool | Near Beaches

AlischaRating, 5 stars1 week ago
We had a wonderful stay at Cleveland’s home. It was the perfect distance to the Clearwater Marine Aquarium, where our child was enrolled for a week of summer camp. The kids enjoyed unwinding in the pool at the end of the day and we found that we had everything we needed to enjoy our stay.
Guest favourite
Home in Largo
4.95 out of 5 average rating, 105 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

CarlRating, 5 stars1 month ago
very comfortable stay and very quiet area. the kids enjoyed the pool and we had a great time with family just sitting out back. the beds were comfy and plenty of sleeping room.
Top Guest favourite
Home in Palm Harbor
5 out of 5 average rating, 103 reviews

Coastal Escape: heated saltwater pool & beaches

MyraRating, 5 stars2 days ago
We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.
Top Guest favourite
Home in Seminole
4.99 out of 5 average rating, 301 reviews

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

RobRating, 5 stars6 days ago
The house is beautiful and comfortable with a great pool, hot tub, and enormous bathtub. everything was clean. All the appliances were modern and clean, and the house left a few personal touches like a bottle of wine, you name on the welcome board, and a card welcoming you. I would stay again the next time I'm in the area.
Guest favourite
Home in Largo
4.92 out of 5 average rating, 98 reviews

Swim-Out Bedroom, Waterfall pool! The Peace Place

Kaitlin BetkaRating, 5 stars1 week ago
The host was super accommodating and the place was clean and beautiful!

Condo rentals with a pool

Guest favourite
Condo in Indian Shores
4.93 out of 5 average rating, 136 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

DerekRating, 5 stars2 weeks ago
Excellent location! Everything you need is in the condo. Hope to come back soon!
Superhost
Condo in Clearwater Beach
5 out of 5 average rating, 5 reviews

Welcome to Sun Haven~Newly Remodeled! Waterfront!

MaliaRating, 5 stars2 weeks ago
Nice place, great location, we seen lots of dolphins from our balcony!! Host was very helpful and quick to respond, I’d definitely get this place again!!
Guest favourite
Condo in Belleair Beach
4.85 out of 5 average rating, 53 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

MeganRating, 5 stars2 weeks ago
This Airbnb has a GORGEOUS view! It was so peaceful to be able to sit on the balcony and watch the ocean. And the beach was right there to walk down to. Was well-worth it to spend a week here away from my busy job - I’m leaving relaxed.
Guest favourite
Condo in Belleair Beach
4.74 out of 5 average rating, 70 reviews

BBC111 Renovated Beachfront Condo W/Pool

StephenRating, 5 stars3 weeks ago
My wife and I very much enjoyed this condo. The condo was comfortable, the location was great, and the beach was quiet. We we're able to swim during the day - both beach and pool - and enjoy the Gulf sunset each evening.
Guest favourite
Condo in Indian Rocks Beach
5 out of 5 average rating, 7 reviews

Ocean Way Unit 2 Beach Front

ThomasRating, 5 stars1 week ago
Ocean Way Condo 204 was gorgeous. Wonderful expensive views of the gulf. Very nice balcony, everything was modern, clean and well decorated. Plenty of space. Overall a great experience. The host spent a lot of time documenting restaurants in popular attractions.
Top Guest favourite
Condo in Clearwater
4.99 out of 5 average rating, 104 reviews

Seasalt Breeze private unit No cleaning fee

NicoleRating, 5 stars1 day ago
Amazing! Enjoyed the apartment along with the pool! Great location and loved the recommendations
Top Guest favourite
Condo in Clearwater Beach
4.99 out of 5 average rating, 110 reviews

Dock of the Bay, Coastal Elegance | Walk to Beach!

JohnRating, 5 stars3 weeks ago
Perfect! Beautiful condo, fully equipped with everything you could possibly require. 5 minute walk to the stunning Clearwater Beach. Great hosts, going over and above with what they provided: Beach Towels, Beach Chairs/Parasol. Would love to return some day. Would highly recommend to anybody.
Guest favourite
Condo in Indian Rocks Beach
4.9 out of 5 average rating, 63 reviews

Oceanfront 2/2 with Private Elevator!

MaryRating, 5 stars2 weeks ago
Location was awesome!!! Right on the beach. Loved our view from our deck. Really enjoyed the elevator. Made our stay even more enjoyable. We made great memories with our daughter and grandkids. We would definitely stay here again.

Quick stats about holiday rentals with a pool in Sand Key, Clearwater

  • Total rentals

    110 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    400 reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Sand Key
  7. Rentals with pools