Vacation rentals with a pool in St Petersburg

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Top-rated rentals with a pool in St Petersburg

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Saint Petersburg

4.99 out of 5 average rating, 246 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

Apr 25 – May 2

R3,805 ZAR per night

Guest favorite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 284 reviews

Cozy Casita in NE St. Petersburg

Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guest. Enjoy our tropical garden and beautiful pool area. The pool/jacuzzi are not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

Nov 21 – 28

R1,656 ZAR per night

Guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 191 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Oct 21 – 28

R2,080 ZAR per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov 9 – 16

R2,042 ZAR per night

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 234 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Mar 22 – 29

R1,800 ZAR per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Oct 11 – 18

R2,481 ZAR per night

Guest favorite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 117 reviews

St. Pete OASIS ~ reduced price for November

LGBTQ+ / 420 friendly! We live on the property; the suite is detached from the main house. Back yard/Pool area is a shared space. Pvt. fenced back yard and pool! Room features full bath, small kitchenette with microwave, hotplate, coffee maker and minifridge. Beach chairs available to use. 8 min from downtown 10 min to the beach! "Grand Central" district with great shops, galleries, bars and restaurants! Free shuttle that runs all day just a block away, to downtown and to the beach.

Jul 11 – 18

R1,832 ZAR per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 132 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. DEI honored here. Come & enjoy!

Oct 15 – 22

R2,391 ZAR per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 407 reviews

Waterfront condo on top floor @ Boca Ciega Resort

The view of water is fantastic. Especially beautiful sunsets! Top floor end unit for privacy. 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 bay for the condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit up to 2 adults for our guests to use.

Nov 28 – Dec 5

R2,465 ZAR per night

Superhost

Apartment in St Petersburg

4.8 out of 5 average rating, 290 reviews

Luxury studio in a jungle

This comfortable, private apartment is located above the detached garage of a restored 1930 house situated on a triple lot in one of the best neighborhoods in town. It's very close to lively downtown St. Pete, yet very quiet and private. The koi pond with cascading waterfalls is one feature of the lush jungly yard with pool and hot tub. A new 55" Samsung smart TV has just been installed. Enjoy Spectrum cable or sign into your streaming services.

Apr 1 – 8

R2,544 ZAR per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 211 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Nov 11 – 18

R2,343 ZAR per night

Guest favorite

Condo in St. Petersburg

4.97 out of 5 average rating, 144 reviews

Sea La Vie- Studio by the bay!

*Newly Designed* Keep it simple at this peaceful and centrally-located condo! Sea La Vie is located on the top (4th) floor with amazing views of the intercoastal waterway. Step out onto the balcony in the morning to sip coffee and watch the dolphins play and go back out at night with wine to watch a stunning sunset! This cozy studio is packed with everything you need to enjoy paradise!

Oct 25 – Nov 1

R2,881 ZAR per night