Vacation rentals with a pool in Longboat Key

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

Heated POOL close to beach fenced in, kid friendly

Family friendly, Pool home has an open floor plan. New kitchen w/ stainless appliances & a breakfast bar. Living room has sleeper sofa w/ upgraded memory foam mattress. Large sunroom overlooks the fully screened in private pool & fenced tropical backyard. Many amenities: washer & dryer, pool floats, beach chairs, umbrella, beach towels & toys, coolers. 7 min by car to Manasota beach, 5 min to shopping restaurants etc. Primary has ensuite bathroom, walk in closet. Pack n play crib, toys & games!

Luxurious Sunshine State Pool Oasis

This updated pool home is situated just about 3 miles from the lively center of Downtown Dunedin. Enjoy the kitchen, featuring stainless steel appliances and a comfortable workspace for remote work. The residence includes two stylish living areas and a dining space perfect for gatherings. Step outside to find in-ground pool, a hot tub, lounge chairs, and a custom tiki bar. The garage is stocked with pool toys, beach necessities, and a washer and dryer to make your stay even more enjoyable.

☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

No hidden fees! No complicated checkout instructions! We make it easy for our guests. ☞ 2 min walk to the beach ☞ Free parking ☞ Heated pool ☞ AC ☞ Self check-in We provide essentials (linen, towels, toilet paper, shampoo, soap, etc.) at the beginning of your stay. We recommend getting more supplies for more extended stays. 648 Poinsettia Ave Clearwater Beach 33767 Location, location, location! 500 feet to the beach 500 feet to a park and playground 0.2 mile to public tennis courts

16 Sandals

According to City of Gulfport ordinances, this property can be rented short term less than 30 days only 3 times per 12 month calendar year, minimum night stay for those short term rentals is 3 nights. All other rentals are 30 days. Home has a private non heated pool. Disclaimer: pool is cleaned by private service every Wednesday. Owner has no control over inclement weather and will not refund any portion of rental due to any issues directly related to weather as related to pool usage.

Vacation Rental with private swimming pool

Located in a desirable community of South Venice. Venice, Manasota, Nokomis and Sharky’s beaches are located only 5 miles away. The historic Venice Avenue of unique shops, restaurants, special events. Farmer market, tennis courts, and children fountain are close by. Newly renovated home and swimming pool in a quiet peaceful area in an ideal place for any season gateway.A great place for biking, running and walking. My place great for couples, solo adventurers or families with kids.

Downton Blue

This home has two bedrooms and two full bathrooms. The living room is spacious with a view of the private pool. Each bedroom has a television and so does the living room. The kitchen is well equipped, and has a dishwasher. It has a fenced in yard and your pets are welcome! There is a furnished screened-in patio as well as ample seating outside around the pool. There is a charcoal grill available. There are two parking spaces available.

Exquisite Fun Getaway with Private Pool!

Step into our charming Airbnb nestled in the heart of Oldsmar, Florida, where the perfect blend of opulence and practicality awaits you in a cozy, one-story retreat. Immerse yourself in the allure of this enchanting escape, designed to provide an unparalleled experience for guests in search of tranquility, outdoor pursuits, and a sprinkle of historical allure.

Coastal Charm

Charming 3 bedroom, 2 bath home with room to explore. Beautiful swimming pool that overlooks pond and x-large patio to enjoy outdoor dining and relaxing. Coastal decor throughout to enjoy your tropical surroundings. Just 5 miles and easy passage to the beach this home makes for an affordable beach vacation.