
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

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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.

Townhouse at San Remo
Perfect getaway for your vacation in Redington Shores, Florida. 1,630 square feet of two story newly renovated townhouse, this condo has enough room to comfortably accommodate 8 guests, making it the perfect home-away-from-home for friends or families. Whether you’re seeking a relaxing getaway or aquatic adventures, you’re sure to find it all here! The space Master Bedroom: King Bed and Full Futon (2nd floor - Private Bathroom) Bedroom 2: Queen Bed (1st Floor - Shared bathroom) Bedroom 3: 2 Full size Bunkbeds (2nd Floor - Private Bathroom) Our home offers an open space that incorporates the living and dining areas. Decorated and furnished to give you that beach breezy feel, this condo will leave nothing to long for. The kitchen is fully equipped with brand new stainless steel appliances and quartz countertop where you can cook all of your favorite recipes. The living room is perfect to kick back and relax after a long day of beach activities. It is perfect to watch your favorite movie or show on the 55-inch flat-screen cable TV. If the fresh air of the sea breeze is not enough, sit outside and enjoy the gulf breeze and view on either of our two patios while sipping on something refreshing. The gulf front outdoor area offers a heated pool, hot tub, cabana with restrooms, patio tables, chairs, and loungers and charcoal grills. There is direct beach access to the beach so you can enjoy the sunset over the white sugar, sandy beaches! 7 day minimum stay. Please contact us with any special request and we will try our best to accommodate!
4.93 out of 5 average rating, 43 reviews
Oceanfront Condo Corner Unit2BR/2BA Great Location
Beautiful & spacious 1340 sq/ft 2 bed/2 bath Ocean Front Corner Unit With Million Dollar Views! Relax on your private balcony after a great day at the beach. The open floor plan kitchen & living room serves up incredible views of the ocean & beach. The kitchen comes fully-equipped with all of the cookware & appliances needed to make a delicious meal & to mix up a tasty cocktail! Gather around the dining room table and enjoy your meal with your loved ones or dine on your private, covered balcony
5.0 out of 5 average rating, 37 reviews
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
4.97 out of 5 average rating, 206 reviews
Beachfront Gulf Condo Indian Shores
This stunning 3/2 condo offers a gulf facing balcony with spectacular views. Bedroom one has a queen bed and work space. Bedroom two offers two queen beds. The master has a king bed and work area. The kitchen has full size appliances and everything that you need. There is also a coffee/wine area with refrigerator. There are smart TVs in all bedrooms and cable box in the living room. There is also a full size laundry room. The balcony seats eight. Boogie boards and sand toys included.
4.91 out of 5 average rating, 119 reviews
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.
4.88 out of 5 average rating, 128 reviews
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!
4.86 out of 5 average rating, 121 reviews
Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.
4.98 out of 5 average rating, 139 reviews
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.
4.98 out of 5 average rating, 163 reviews
Beachfront with Oceanview Balcony in Quiet Area
Welcome to your peaceful beachfront escape in Redington Shores! This renovated, sparkling-clean 2BR/2BA condo offers stunning panoramic Gulf views, a private beachfront balcony, heated pool, gated beach access, and free parking. Located in a quiet boutique building with only 20 residences, it offers a relaxed, uncrowded setting where you can truly slow down. Watch dolphins from your balcony, enjoy breathtaking Gulf sunsets, and wake up to the sound of the waves.
4.93 out of 5 average rating, 45 reviews
Discount! Nov& Dec dates! Corner Beachfront 2/2
Beautiful Beachfront 1400 square foot 2 bedroom 2 bathroom corner unit with Balcony, Electric Fireplace, 8 jet Jacuzzi in Master and in unit separate laundry room!! Water views from both bedrooms. All remodeled with new flooring, kitchen, baths and furniture. Our resort has has a tennis court and large heated beachside pool with poolside showers and bathrooms. Charcoal grills available and tables and tiki huts beachfront near pool.
4.99 out of 5 average rating, 67 reviews
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!
4.8 out of 5 average rating, 392 reviews
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.
4.75 out of 5 average rating, 202 reviewsPopular amenities for Redington Shores rentals with a pool
House rentals with a pool

JOJO'S Beachside 1Acre Estate-New Pool
4.98 out of 5 average rating, 132 reviews
Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
4.94 out of 5 average rating, 340 reviews
🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍
4.95 out of 5 average rating, 128 reviews
Beautiful Tampa Bay Pool Home Near Gulf Beaches
5.0 out of 5 average rating, 229 reviews
Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
4.98 out of 5 average rating, 192 reviews
Sundaze |Fully Stocked-PS5-EV Charger-2MI to Beach
4.98 out of 5 average rating, 105 reviews
Stunning Lakefront-King bed - 10 min to beaches
4.91 out of 5 average rating, 184 reviews
Ocean Dreaming: Waterfront Home with Heated Pool,
4.97 out of 5 average rating, 145 reviewsApartment rentals with a pool

Royal Orleans at Redington Beach ( Studio )
4.85 out of 5 average rating, 375 reviews
Spacious Corner 4/2 with Bunkhouse
4.86 out of 5 average rating, 101 reviews
Tropical Beachfront Penthouse-Beach Cottages
4.94 out of 5 average rating, 142 reviews
Amazing Beachfront corner unit with two balconies!
4.79 out of 5 average rating, 125 reviews
San Remo 501- Beautiful Beachfront Escape!
4.77 out of 5 average rating, 13 reviews
408 Anglers Cove Gulf Side w/ Pool & Beach Access
4.85 out of 5 average rating, 53 reviews
Beachfront Condo in Redington Shores
4.88 out of 5 average rating, 26 reviews
Relaxing Beachfront Condo•Sunset Views•Top Floor
4.84 out of 5 average rating, 97 reviewsOther holiday rentals with a pool

Beachfront Condo with Stunning Sunset Views
5.0 out of 5 average rating, 19 reviews
3/2 directly on North Reddington Beach! 314 RamSea
4.96 out of 5 average rating, 98 reviews
Beachside Bliss! 3/3, Heated Pool/Hot Tub 501
4.75 out of 5 average rating, 36 reviews
Monterey resort just few steps from the beach
4.78 out of 5 average rating, 74 reviews
Indian Shores Beach 3BR /2BA | PeekABoo Ocean View
5.0 out of 5 average rating, 18 reviews
Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl
4.91 out of 5 average rating, 67 reviews
Last Minute August Deals! Beach Front Penthouse!
4.88 out of 5 average rating, 50 reviews
Redington Beach near beach on ICW w/pool & dock
4.9 out of 5 average rating, 10 reviewsWhen 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 | €125 | €159 | €150 | €164 | €159 | €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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