
Holiday 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.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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!

Beach, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and pool. Visit nearby great restaurants, John's Pass Boardwalk and live music.

The Salty Dunes… Adorable Studio near downtown
Welcome to the Salty Dunes! Located in Historic Roser Park, a cobble street, tree-lined storybook-like neighborhood. From here it’s just a short 2 mile bike ride to downtown St. Pete, the new Pier, Beach Drive and some of the best restaurants, museums and parks St Pete has to offer. We’re a quick 15-20 min drive to some of Florida’s best beaches and only a 25 min drive to Tampa International Airport or the St. Petersburg/Clearwater Airport. This place is perfect for couples or solo adventurers.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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.

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 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!

Shipwreck Bungalow
Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Tootsie’s Beachside Retreat-New Heated Pool
LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

🏝🏝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.

Waterfront studio! Heated pool and hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

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.
Popular amenities for St. Petersburg rentals with a pool
House rentals with a pool

Hibernate in our Bear Creek Home

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beach or Relax | Heated Pool home/Spa | Pets OK

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Palms and Dreams Villa 3/2 Heated Pool•BEACH 5 mi

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Seasalt Breeze - Easy pool access, Free parking.

Lux Condo w/ 2 balconies, Ocean & Marina views

Beachside studio only steps to the beach

Updated Condo-Heated Pool-Private Balcony

King Oceanfront Suite • Kitchenette & Balcony

Waterfront Condo w/ heated pool- near Fort Desoto

Literally: 15 steps to the Pool, GroundFloor Condo
Other holiday rentals with a pool

King / Child Friendly / Near DT / No Chores!

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Coquina Keys Guest House

Luxury Pool House

Sun Oasis|PoolNear Beach|FirePit|Game Room

Paradise Palms - Private Pool Oasis - St. Pete

Swim, Sun & Stay | Heated Waterfront Salt Pool

ST Urban Oasis heated pool
When is the best time to visit St. Petersburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 SGD | $256 SGD | $296 SGD | $244 SGD | $221 SGD | $219 SGD | $222 SGD | $204 SGD | $196 SGD | $200 SGD | $210 SGD | $222 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in St. Petersburg

Total holiday rentals
Explore 2,950 holiday rentals in St. Petersburg

Nightly prices starting at
St. Petersburg holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 76,580 verified reviews to help you choose

Family-friendly holiday rentals
1,800 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 770 rentals that welcome pets

Rentals with dedicated workspaces
1,710 properties have a dedicated workspace

Wifi availability
2,900 of St. Petersburg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across St. Petersburg rentals

4.8 Average rating
St. Petersburg stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
St. Petersburg’s top spots include Tropicana Field, Vinoy Park and Jannus Live
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
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- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
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