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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, 441 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 15 – 22

G$30,854 GYD per night

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.

Oct 4 – 11

G$18,174 GYD per night

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

G$22,928 GYD per night

Guesthouse in St. Petersburg

4.91 out of 5 average rating, 178 reviews

Private Guest House w/ Pool - Near downtown

Welcome to our cozy guest house. This spacious, newly remodeled 400 sq ft studio space is fully furnished. Free Wifi. King Bed sleeps 2 adults. Futon couch turns into a full bed and sleeps 1-2 adults. Full kitchen. Large bathroom. Free water, coffee, and tea. Pet friendly. Kid friendly. Swimming pool access. Washer/Dryer access. Private parking. 2 miles from downtown St. Petersburg, Tropicana Field, and 3 major hospitals (ideal for traveling nurses). Recommended stay of thirty days or more.

Oct 29 – Nov 5

G$22,678 GYD per night

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!

Jan 15 – 22

G$19,047 GYD per night

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

G$27,374 GYD per night

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

G$20,648 GYD per night

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!

Aug 4 – 11

G$25,800 GYD per night

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

G$20,091 GYD per night

Condo in Treasure Island

4.97 out of 5 average rating, 119 reviews

Funshine Pointe Capri - Pool on the Intercoastal!

Located just 2 blocks from the white sandy beaches of Treasure Island is this bright and airy condo with everything you need for a relaxing stay right on the intercoastal waterway. This condo features chic beachy décor with open plan living, a fully equipped kitchen, a sparkling bathroom and a spacious bedroom along with a pool overlooking the water, with a grill and a place to go fishing. Walk to the restaurants & shops a few blocks away.

Sep 10 – 17

G$27,776 GYD per night

Condo in St. Pete Beach

4.91 out of 5 average rating, 209 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 6 – 13

G$25,384 GYD per night

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!

Jan 20 – 27

G$28,059 GYD per night

Vacation rentals for every style

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Popular amenities for St Petersburg rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Saint Petersburg

4.97 out of 5 average rating, 174 reviews

Fabulously Family Friendly

G$36,568 GYD per night

Home in Tampa

4.97 out of 5 average rating, 109 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Oct 22 – 29

G$27,268 GYD per night

Home in St. Petersburg

4.85 out of 5 average rating, 121 reviews

Close to everything. w/2 Bikes

May 26 – Jun 2

G$17,934 GYD per night

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

G$137,504 GYD per night

Home in Tampa

4.93 out of 5 average rating, 167 reviews

Rooms with a Pool

Aug 3 – 10

G$29,994 GYD 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

G$158,015 GYD per night

Home in St. Petersburg

4.92 out of 5 average rating, 108 reviews

Heated Pool and hot tub luxury vacation house

Jul 24 – 31

G$104,468 GYD per night

Home in St. Petersburg

5.0 out of 5 average rating, 108 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Nov 8 – 15

G$73,315 GYD per night

Condo rentals with a pool

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

G$28,132 GYD per night

Condo in St. Pete Beach

4.9 out of 5 average rating, 155 reviews

Beach-Goers Paradise Getaway! Pool! Sun! Fun!

Sep 16 – 23

G$30,337 GYD per night

Condo in St. Petersburg

4.96 out of 5 average rating, 208 reviews

Waterfront condo! Mins to beach! Great location!

Dec 19 – 26

G$30,229 GYD per night

Condo in Saint Petersburg

4.99 out of 5 average rating, 245 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Aug 9 – 16

G$41,984 GYD per night

Condo in Redington Beach

4.92 out of 5 average rating, 133 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Nov 7 – 14

G$19,802 GYD per night

Condo in Madeira Beach

4.94 out of 5 average rating, 409 reviews

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

Apr 16 – 23

G$23,924 GYD per night

Condo in Redington Beach

4.97 out of 5 average rating, 458 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Apr 12 – 19

G$29,569 GYD per night

Condo in St. Pete Beach

4.97 out of 5 average rating, 110 reviews

A Perfect Condo Near The Beach

Aug 14 – 21

G$32,075 GYD 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