
Holiday rentals with a pool in Redington Shores
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Redington Shores

Total holiday rentals
Explore 70 holiday rentals in Redington Shores

Nightly prices starting at
Redington Shores holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 2,000 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Redington Shores holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Redington Shores rentals

4.8 Average rating
Redington Shores stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Redington Shores
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Tropical Beachfront Penthouse-Beach Cottages
Beach Cottages II (#2505) Welcome to this spacious top floor oceanfront condo in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

"Sunsational" Indian Shores Getaway!
Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Beautiful Studio on the paradise white sand beach!
The studio at Royal Orleans is a perfect holiday accommodation across from the lovely Redington Beach. The studio offers a sitting area and a kitchen complete with a dishwasher and a refrigerator. A flat-screen TV with cable channels is provided. There is a private bathroom with a bathtub shower. The bed is queen size. The apartment complex has a lovely outdoor swimming pool with a lounge area. Redington Beach is a great choice for travelers interested in sunbathing, swimming and relaxing.

Beach Studio 8
This fully renovated Studio is right on Gulf Blvd and across the street you have the Beach! Great restaurants up and down Gulf Blvd, 30 minutes to St. Petersburg or Clearwater, 45 minutes to Tampa Airport. You have a dedicated parking spot and easy Beach access. Includes: Queen size Bed TV Wifi Fully Equipped Kitchen- Keurig, pots and pans, dishware, silverware, etc. (all brand new) Washer/Dryer in the building (Credit card Payments accepted) Heated Pool in front of your door.

Beach Fun With Views - Indian Shores, Florida
Beach Palms is back and better than ever! Since Hurricanes Helene and Milton, the building has a fresh new look, including a new pool, pool deck, gas grills, and gazebo. The beach has been restored, and the sugary sands are ready for your flip-flops! Contact Gene, Superhost 503! Families Welcome - Direct Beachfront - Gulf of Mexico - Amenities - Large 3-Bedroom, Newly Renovated Building. Step outside to pure Gulf Coast bliss — sugary sands, warm water, and stunning sunsets await!

The Seascape Premier Beachfront Cottage-Gulf View
Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

Quiet, Beachy Poolside Studio/1 Min Walk to Beach
Enjoy a relaxing Key West vibe in our fun and beachy 2-person studio efficiency! No beach crowds, traffic stress or parking worries - just pure paradise. What Guests Love Most: - Ground floor unit in quiet corner - Steps to sparkling, heated pool - 1-minute walk to beach and back - Quiet, relaxing courtyard with grill - Efficiency kitchen - Upscale neighborhood for walking - Short walk to Conch Republic bar & grill, the locals #1 favorite - Beach trolley transport

Beachside Mini-Condo w/ Pool on Redington Beach!
NOTE: If your dates aren't available, we have several other beach listings varying in size, including some not advertised here. See my profile for availability and ask for details! Nestled in the heart of the #1 rated beach area in the U.S., this is one of the only boutique vacation complexes located ON THE BEACH! Experience relaxing beach life, steps from your door to the iconic white sands. Nearby, countless attractions await!

Royal Orleans at Redington Beach ( Studio 203 )
Royal Orleans 203 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Sand and sunsets
This is a one bedroom unit on the second floor of Holiday Villas III located in Indian Shores, Florida. The unit is approximately 475 square feet and as a interior unit, it does NOT contain a balcony. The complex sits directly on the beach and contains an assigned parking space, and a heated pool The unit includes a king size bed, sleeper sofa, full kitchen, flat screen television and high speed wireless.

Toes in the Sand Beachfront penthouse condo
Welcome to our amazing beachfront condo. Come on in and enjoy your stay. Our penthouse condo sports full unobstructed Gulf beach views. Park yourself on our large balcony spanning the width of the condo and enjoy the beautiful breezes, and amazing sunsets, make sure you are on the lookout for dolphins. Our large condo features 3 large bedrooms, and 2 full bathrooms, and sleeps up to 8 people.
Popular amenities for Redington Shores rentals with a pool
House rentals with a pool

Lavish Heated Saltwater Pool Home Mins. to Beach

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Tootsie’s Beachside Retreat-New Heated Pool

Ocean Dreaming: Waterfront Home with Heated Pool,

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Heated Pool, Fire Pit, Game Room | Tropic Vibes!

Stunning Lakefront-King bed - 10 min to beaches
Apartment rentals with a pool

Gulf view Condo with pool in Clearwater/St. Pete

Relax in a Newly Renovated Beach Front Paradise

Beachfront Gulf Condo Indian Shores

Oceanfront Condo Corner Unit2BR/2BA Great Location

Discount! Sept 27-Oct 1! Corner Beachfront 2/2

Beachfront with Oceanview Balcony in Quiet Area

Relaxing Beachfront Condo•Sunset Views•Top Floor

408 Anglers Cove Gulf Side w/ Pool & Beach Access
Other holiday rentals with a pool

Anglers Cove 205

Sunny Retreat on Pristine Beach | Redington Shores

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

Dolphin Watch Waterfront | 3 Min Walk to Beach

Beachfront San Remo 207 | 3BR Pool & Gulf Views

Going Coastal: Beach, Pool, Fishing, Boat Slips

Unit 17

3/2 directly on North Reddington Beach! 314 RamSea
When is the best time to visit Redington Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €232 | €244 | €205 | €181 | €144 | €126 | €160 | €150 | €164 | €160 | €198 | €198 |
| 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 |
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