
Vacation rentals with a pool in Kenneth City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kenneth City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Tropical Pool Resort– Close to Beach, Lake, Golf
Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desk areas including one standup desk, a stocked kitchen & fun extras like bike, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!
4.88 out of 5 average rating, 124 reviews
Private waterfront balcony, heated pool, hottub
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete
4.97 out of 5 average rating, 174 reviews
Heated Pool l BBQ | Karaoke | Outdoor Projector
✨ Welcome to Your Stylish Florida Escape — Heated Pool, Resort Vibes, and Endless Entertainment✨ Lovingly designed St. Pete retreat crafted for comfort and connection. Enjoy a private pool, cozy firepit, outdoor movie theater, pool table, and karaoke machine for endless fun. Sip tropical drinks from the margarita maker and unwind in luxurious rain showers. With stylish décor, a fully equipped kitchen, and a coffee/tea bar, every detail was thoughtfully created to make you feel right at home.
4.97 out of 5 average rating, 115 reviews
Heated Pool and hot tub luxury vacation house
Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.
4.92 out of 5 average rating, 196 reviews
The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.
4.96 out of 5 average rating, 183 reviews
Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade
Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more
4.94 out of 5 average rating, 116 reviews
Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.
5.0 out of 5 average rating, 227 reviews
Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.
4.9 out of 5 average rating, 187 reviews
ST Urban Oasis heated pool
Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.
4.98 out of 5 average rating, 120 reviews
Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa
4.98 out of 5 average rating, 234 reviews
Pool Home with 2 King Beds | Relaxing Getaways
Catch up with family and friends in this stylish vacation home 🏡 just minutes from the white sandy beaches of Tampa Bay. We’ve got your beach days covered with chairs, towels, and even a cooler so you can simply relax and soak up the sun. After a day at the beach, entertain the whole family with our private mini golf course ⛳️, cool off in the sparkling pool, and enjoy a thoughtfully designed interior that blends comfort and style for the perfect getaway.
4.93 out of 5 average rating, 133 reviews
Private Guesthouse in St. Pete w/ Pool & Jacuzzi
Enjoy privacy & tranquility in this detached guesthouse, with POOL & HOT TUB ACCESS! Ten minutes from Downtown, 17 minutes from St. Pete Beach, this spacious guesthouse has AC, its own Wifi, TV w/ Firestick, with a private entrance & parking. Host lives in a separate house on the property & is available if needed! We welcome guests to bring their beloved pets, however they cannot exceed over 50lbs. Sorry, pets are not allowed in the pool.
4.85 out of 5 average rating, 141 reviewsPopular amenities for Kenneth City rentals with a pool
House rentals with a pool

Sleeps 8 Near Beach | Pool + Game Retreat
4.96 out of 5 average rating, 153 reviews
Sparkling Modern Pool Home with Guest Bungalow!
4.98 out of 5 average rating, 236 reviews
Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
4.99 out of 5 average rating, 140 reviews
Private Pool! Near Beaches & Clean
4.9 out of 5 average rating, 120 reviews
Robert and Brittany's House | Pool | Near beaches
4.86 out of 5 average rating, 43 reviews
5br/4ba Luxury house w pool
4.92 out of 5 average rating, 62 reviews
Sun Oasis | Game Room, Pool, Fire Pit | Near Beach
4.93 out of 5 average rating, 70 reviews
Perfect Location | Pool | Large Backyard & More!
5.0 out of 5 average rating, 20 reviewsCondo rentals with a pool

Beachfront Condo Resort on Treasure Island
4.89 out of 5 average rating, 214 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 240 reviews
Spectacular beach to bay views from this resort.
4.99 out of 5 average rating, 231 reviews
Stunning Views Beach Front Condo
4.94 out of 5 average rating, 176 reviews
Top floor condo, water views, private balcony
4.93 out of 5 average rating, 109 reviews
*Shore Thing* Walk to Beach | Intercoastal Views
4.97 out of 5 average rating, 236 reviews
Steps to beach with Marina Sunsets – 3 -Bed condo
4.84 out of 5 average rating, 129 reviews
Luxury Seashell Oceanfront Condo with Pool
4.91 out of 5 average rating, 117 reviewsOther vacation rentals with a pool

Private pool home, hot tub + huge fenced yard
4.96 out of 5 average rating, 90 reviews
Modern Oasis, Perfect Location Packed W/ Amenities
4.87 out of 5 average rating, 87 reviews
Lovely 2 bedroom/2 B Villa 15 minutes near beach.
5.0 out of 5 average rating, 39 reviews
Sun-Soaked Retreat with Heated Saltwater Pool
4.9 out of 5 average rating, 20 reviews
Near Beach • Heated Pool • Game Room • Theater
5.0 out of 5 average rating, 3 reviews
Private Pool • Near Beaches • Pet Friendly
4.97 out of 5 average rating, 29 reviews
Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock
5.0 out of 5 average rating, 27 reviews
The Palm Waterfall Hideaway by DNY Prime
4.86 out of 5 average rating, 14 reviewsDestinations to explore
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