Vacation rentals with a pool in Boca Ciega Bay

Guesthouse in St. Petersburg

A charming yellow cottage is framed by lush palm trees and tropical plants, featuring a welcoming front door at the end of a paved walkway. Sunlight filters through the greenery, creating a bright and inviting atmosphere near the entrance.

4.91 out of 5 average rating, 122 reviews

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

Guesthouse in St. Petersburg

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 193 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

4.97 out of 5 average rating, 144 reviews

The sunlit outdoor pool area is screened in for comfort, featuring a heated pool with a gentle curve. Surrounding foliage adds greenery, and multiple lounge chairs are arranged nearby. A sliding glass door provides access to the indoor living space.

Home in St. Petersburg

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.

4.9 out of 5 average rating, 374 reviews

The outdoor space features a tropical saltwater pool surrounded by a screened-in enclosure. Comfortable loungers are positioned beside the pool, with several chairs visible in the background. Lush greenery and a spacious covered entertainment area enhance the inviting atmosphere.

Home in St. Petersburg

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

5 out of 5 average rating, 160 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

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.

Apartment in St. Petersburg

A swimming pool is positioned in the foreground, surrounded by palm trees and lounge chairs. The water sparkles under the sun, while a marina is visible in the background, enhancing the coastal ambiance.

4.9 out of 5 average rating, 168 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

4.98 out of 5 average rating, 266 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

A pool area is featured with clear blue water, surrounded by lounge chairs and palm trees. A table with an umbrella provides shaded seating. The view overlooks the water, enhancing the outdoor atmosphere and inviting relaxation.

4.95 out of 5 average rating, 243 reviews

Waterfront condo! Mins to beach! Great location!

This unit was completely updated and quite modern! Two TV's in the unit, plus a GORGEOUS view from the 20' private balcony overlooking the Bay! This condo in St. Petersburg is in a great location close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping nearby. Lots to do; and a 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom, condo sleeps 2 (plus up to 2 small children on the pull-out couch).

The image showcases a tranquil pool area surrounded by palm trees, with the sun rising over the water. The pool’s surface reflects the vibrant colors of the sky, and lounge chairs are positioned nearby. The setting creates a peaceful atmosphere for relaxation.

4.8 out of 5 average rating, 194 reviews

🏝🏝Charming Bayfront Condo at Boca Ciega

This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

4.97 out of 5 average rating, 237 reviews

A large heated pool is surrounded by paved decking and lounge chairs, inviting relaxation. Lush palm trees provide shade in the background, while a blue canopy offers additional shelter. The pool area is enclosed with a white fence, contributing to a secure environment.

Condo in Seminole

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

The outdoor pool features a curved shape, surrounded by palm trees and lounge chairs. A spacious patio area with pavers offers a view of the water, enhancing the serene setting in the background.

4.98 out of 5 average rating, 124 reviews

Waterfront quiet condo w Pool by Madeira Beach

Incredible open water views from this 1 bedroom 1 bath QUIET CORNER UNIT on Boca Ciega Bay! Beautiful sunsets over water from your private 20ft balcony or from the heated pool and spa area with full views of Boca Ciega Bay. Private fishing pier on site. Exercise room overlooking pool. One of quitest units in building. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete

The inviting pool area is surrounded by palm trees, with lounge chairs on the pool deck. The view overlooks the intercoastal waterway, reflecting the evening sky. Soft lighting enhances the atmosphere as twilight sets in, creating a serene outdoor space.

4.86 out of 5 average rating, 291 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Vacation rentals for every style

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Popular amenities for Boca Ciega Bay rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 9 reviews

The outdoor living area features a heated pool surrounded by stone-tiled decking. Lounge chairs are positioned nearby, offering relaxation under a shaded roof. A BBQ grill is visible, complemented by greenery and comfortable seating in the background, creating an inviting space for gatherings.

Home in Tampa

(HGR) Poolside Paradise: Airbnb Retreat

JustinRating, 5 stars3 weeks ago

House was as described and check in was seamless. Location is great and the neighborhood is nice and quiet. The house was clean and the outdoor hangout area was great. Would definitely stay again and recommend if looking for a place to stay in this area.

4.95 out of 5 average rating, 292 reviews

A three-story home is showcased beside a private heated pool and spa. Lush landscaping surrounds the area, highlighting the inviting turquoise waters. Outdoor seating is visible under a covered patio, with stairs leading to the upper levels of the home.

Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

AbigailRating, 5 stars1 month ago

The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay again.

4.92 out of 5 average rating, 115 reviews

A crystal-clear swimming pool is framed by a spacious deck, surrounded by lush greenery. The pool features a gently curving shape, with a ladder for easy access. A concrete table sits nearby, providing a spot for relaxation.

Home in Seminole

4 bedroom and private pool, near to Clearwater

MckennaRating, 5 stars1 week ago

This place was perfect for my family and kids. Everything we needed was there, including beach chairs umbrellas and coolers. Pool and everything was clean!

4.85 out of 5 average rating, 84 reviews

An inviting swimming pool is featured within a screened enclosure, revealing clear turquoise water and a spa area. Two lounge chairs are placed nearby on a brick patio, while tropical greenery is visible beyond the fence, enhancing a sense of privacy.

Home in Tampa

Dream Villa #1

AaronRating, 5 stars1 day ago

My stay here was amazing! Very responsive and friendly host! Would absolutely stay here again. Loved the amenities and the space itself. Very homey. Prime location, not too far from anything .

4.88 out of 5 average rating, 147 reviews

A view of the heated swimming pool surrounded by a screened enclosure is presented. Lounge chairs are positioned beside the pool on grassy turf. The spacious patio area is visible, along with large sliding glass doors leading into the house.

Home in Seminole

Huge & Heated Pool Home 5 Minutes Away from Beach!

AlisonRating, 5 stars1 month ago

Mark's place was great. I would definitely stay there again with my family highly recommend his place.

4.8 out of 5 average rating, 82 reviews

A well-furnished living area features a light-colored sofa with decorative pillows, a glass coffee table, and an area rug with subtle patterns. A dark wooden entertainment unit holds a television, and natural light filters in through nearby windows, enhancing the serene ambiance.

Home in Largo

Tranquil Home. 2 minutes to Indian Rock Beach...

KathrinRating, 5 stars1 month ago

We spent 2 weeks in Gisele’s home…it was exactly as described. We really appreciated the outdoor space/patio. We enjoyed our morning coffee, utilizing the large bbq and outdoor dining area and ending our days with a nightcap in the enclosed patio. The location was great, centrally located with easy access to beaches from Clearwater to St. Pete’s. We will definitely return when back in the area again. Gisele is a great host.

4.85 out of 5 average rating, 178 reviews

A beautifully lit pool area features a heated pool with a spa, illuminated by hanging string lights. Several lounge chairs surround the pool, complemented by lush greenery and a well-maintained lawn. The inviting space offers a relaxing setting for outdoor enjoyment.

Home in Clearwater

Sleeps 15,Heated-pool/Spa, 8mi to Clearwater Beach

DylanRating, 5 stars1 week ago

Awesome , clean, easy check in, fast replies ! This place is HUGEEEE we’re going to stay here anytime there’s a big group of us you don’t even need to leave to have a great time, very spacious

4.82 out of 5 average rating, 105 reviews

A screened-in area encloses a heated pool surrounded by a textured patio. Comfortable seating is positioned nearby, offering a view of the pool and landscaped surroundings. Soft shadows play across the surface, creating a serene setting for relaxation.

Home in Tampa

4BR Heated Pool Relaxation Home | Airport | Beach

Megan MargaretRating, 5 stars3 weeks ago

Nice place, host Mark was very responsive.

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Condo rentals with a pool

4.9 out of 5 average rating, 20 reviews

A clear view of the outdoor pool area is presented, surrounded by numerous lounge chairs. The vibrant blue ocean is visible in the background, with palm trees lining the shore. Two multi-story buildings frame the scene, contributing to a serene coastal atmosphere.

Condo in Indian Shores

POOL SIDE right on the BEACH 2 bdrm condo

CaseyRating, 5 stars5 months ago

This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.

4.96 out of 5 average rating, 84 reviews

A cozy living room corner is designed with a comfortable sectional sofa adorned with cushions in shades of yellow and black. Artwork featuring abstract designs is displayed on the walls. A round coffee table sits in front, complemented by a small yellow ottoman.

Condo in Clearwater

Welcome to your vacation home

RobertRating, 5 stars1 week ago

Very comfortable and clean. The apartment is stylishly decorated with comfortable furniture and bed. The kitchen is also extremely well equipped. George did not skimp out in making this place nice. We really enjoyed our stay.

4.97 out of 5 average rating, 155 reviews

A view from the balcony reveals a refreshing pool surrounded by palm trees and umbrellas. The water glimmers under bright sunlight, with the bay visible in the background. The area features manicured landscaping and a paved parking space.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

AprilRating, 5 stars4 days ago

What a wonderful experience!! This condo is even nicer than the pictures! We absolutely loved the view, loved the onsite restaurant, and loved the live music. We hung out on the balcony and enjoyed a spectacular sunset paired with fun live music from the restaurant down below. Parking was a breeze. The security guard was super nice. Pro tip : don’t park in the front of the resort - you have a long walk to the condo with your luggage if you do. Also - there are elevators in the middle of the resort. Something else we didn’t know about bc we parked in front and never noticed them. The resort is quiet, and so lively at the same time. It was so relaxing and a very much needed reset! We will absolutely be back for our next Tampa staycation.

A heated pool is surrounded by lounge chairs, with palm trees swaying gently in the breeze. Clear blue skies reflect off the water, creating a serene atmosphere. The area offers views of the pristine Gulf waters in the distance.

4.91 out of 5 average rating, 23 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

JohnRating, 5 stars10 months ago

Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.

4.94 out of 5 average rating, 100 reviews

An aerial view presents a vibrant community with a central pool area surrounded by lounge chairs. Nearby, tennis courts and landscaped green spaces enhance the outdoor environment. The multiple buildings feature warm-colored exteriors with tiled roofs, creating a harmonious residential atmosphere.

Condo in Seminole

Two Bedroom Pool View Condo in Seminole

AshleyRating, 5 stars1 week ago

This unit was a beautiful and quiet place to stay. Albert was attentive to what we needed. We would stay here again!

4.91 out of 5 average rating, 103 reviews

An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.

Condo in Treasure Island

Waterfront Condo With Pool and Multiple Views!

DillonRating, 5 stars2 weeks ago

Stayed here with my girlfriend for a wedding. The location is prime (right next to Publix, and multiple bars/restaurants near by). Access to the beach was very easy and the beaches themselves were great. The unit was very clean and Helena was very helpful with check in and check out. I would recommend and stay here again.

4.93 out of 5 average rating, 119 reviews

A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.

Condo in Clearwater

POOL VIEW IN A MODERN CONDO - Feel at Home

AmyRating, 5 stars1 month ago

We had an amazing stay. We loved all the amenities. The condo was gorgeous. A super comfortable bed and pillows. Shower pressure was great and plenty of hot water. It was nice to have a washer and dryer in the unit. The kitchen was well equipped and convenient for breakfast and lunch. We went out to dinner every night because there are so many great restaurants in Clearwater and the surrounding communities. Thank you for allowing us to stay at such an amazing place!