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Vacation rentals with a pool in St Petersburg

Find and book unique homes with a pool on Airbnb

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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Guesthouse in St. Petersburg

4.91 out of 5 average rating, 443 reviews

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

Jul. 16 – 23

$247 CAD per night

Guest favourite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 283 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.

Jun. 21 – 28

$172 CAD per night

Guest favourite

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.

Aug. 18 – 25

$183 CAD per night

Guest favourite

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. 4 – 11

$166 CAD per night

Guest favourite

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!

Feb. 16 – 23

$159 CAD per night

Guest favourite

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.

Dec. 14 – 21

$211 CAD per night

Guest favourite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 115 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.

Jun. 30 – Jul. 7

$160 CAD per night

Guest favourite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 131 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. 5 – 12

$193 CAD per night

Guest favourite

Condo in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

🏌️‍♂️ Golf courses only 15 minutes away! 🏝 Beach 2 minute walk! 💻 Free WIFI, cable TV, Netflix! 🍤 5 minute walk from dine-in restaurant 🏊🏻‍♂️ Private heated saltwater pool literally right outside your room 🏠 Kitchenette and full refrigerator, on-site washer/dryer, beautiful gated courtyard with grill, sun chairs and umbrellas 🏖 Beach chairs, umbrella, and cooler included 🚲 Rent bicycles and jet skis nearby ✈️ 25 minutes from PIE airport ✈️ 35 minutes from TPA airport

Aug. 2 – 9

$158 CAD per night

Guest favourite

Condo in St. Petersburg

4.96 out of 5 average rating, 208 reviews

Waterfront condo! Mins to beach! Great location!

This unit has been completely updated! Very modern, new furniture, large screen TV's, a gorgeous view from your private balcony of the Bay! This condo in St. Petersburg is close to all amenities including many restaurants, shopping... lots to do! 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom, condo sleeps 2 (plus 2 small children on a blow up mattress). A quiet, private balcony, pool, hot tub, fishing pier, BBQ area, fitness center.

Dec. 19 – 26

$244 CAD per night

Guest favourite

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.

Sep. 14 – 21

$203 CAD per night

Guest favourite

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!

Nov. 18 – 25

$217 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

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Apartments

Convenient locations with everyday essentials

Popular amenities for St Petersburg rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in St. Petersburg

4.85 out of 5 average rating, 121 reviews

Close to everything. w/2 Bikes

May 26 – Jun. 2

$150 CAD per night

Guest favourite

Home in Saint Petersburg

4.97 out of 5 average rating, 175 reviews

Fabulously Family Friendly

Guest favourite

Home in Tampa

4.97 out of 5 average rating, 110 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Dec. 24 – 31

$225 CAD per night

Guest favourite

Home in St. Petersburg

4.96 out of 5 average rating, 106 reviews

Pretty-n-Pink Mid Century Mod Pool/Beach Home

Nov. 3 – 10

$1,054 CAD per night

Guest favourite

Home in St. Petersburg

4.92 out of 5 average rating, 108 reviews

Heated Pool and hot tub luxury vacation house

Sep. 16 – 23

$547 CAD per night

Home in Indian Rocks Beach

4.86 out of 5 average rating, 305 reviews

Stunning views! Spot dolphins from the pool!

Oct. 2 – 9

$1,227 CAD per night

Guest favourite

Home in St. Petersburg

5.0 out of 5 average rating, 108 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Jan. 17 – 24

$653 CAD per night

Guest favourite

Home in Seminole

4.88 out of 5 average rating, 128 reviews

*POOL* Bar, Hottub, Central location

Nov. 7 – 14

$717 CAD per night

Condo rentals with a pool

Guest favourite

Condo in Redington Beach

4.93 out of 5 average rating, 134 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Nov. 7 – 14

$162 CAD per night

Guest favourite

Condo in Saint Petersburg

4.99 out of 5 average rating, 245 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Sep. 12 – 19

$322 CAD per night

Guest favourite

Condo in St. Pete Beach

4.97 out of 5 average rating, 110 reviews

A Perfect Condo Near The Beach

Aug. 14 – 21

$266 CAD per night

Guest favourite

Condo in Madeira Beach

4.94 out of 5 average rating, 410 reviews

Mad Bch Paradise Studio*APR-28-MAY-3*NOW*$99 PN !

Apr. 16 – 23

$192 CAD per night

Guest favourite

Condo in St. Pete Beach

4.79 out of 5 average rating, 140 reviews

Charming beach cottage vibe, just steps to beach

Oct. 18 – 25

$234 CAD per night

Guest favourite

Condo in St. Pete Beach

4.93 out of 5 average rating, 120 reviews

Beachside studio only steps to the beach

Aug. 12 – 19

$229 CAD per night

Guest favourite

Condo in Redington Beach

4.86 out of 5 average rating, 313 reviews

Royal Orleans at Redington Beach ( Studio )

Aug. 2 – 9

$161 CAD per night

Guest favourite

Condo in Madeira Beach

4.88 out of 5 average rating, 274 reviews

**COZY CORNER RETREAT**JUST STEPS TO THE BEACH

Oct. 10 – 17

$167 CAD per night

Quick stats about vacation rentals with a pool in St Petersburg

Total rentals
2.6K properties
Wifi availability
2.5K properties include access to wifi
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Pet-friendly rentals
560 properties allow pets
Family-friendly rentals
1.4K properties are a good fit for families
Total number of reviews
49K reviews

Destinations to explore