
Holiday rentals with a pool in South Pasadena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Charming Condo minutes from the beach
This fully updated and newly furnished condo is short 10 minutes walk or 1 minute drive ( 0.6 miles ) to the Caddy's on the Beach. We offer all the necessary amenities to ensure a comfortable stay. 1. The kitchen is fully equipped with all the cookware for a nice meal. 2. The living room offers a pull out queen sofa that sleeps additional two people and smart tv. 3. Dinning table - seats 4 4. Our cozy bedroom has a queen size bed + tv Many restaurants, bars and shops are in a close proximity.

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!

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

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.

Private waterfront balcony! Dolphins in the bay
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

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 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!

Livin' Poolside Steps to Upham Beach Condo Sleep 6
$0 Cleaning Fee, $0 Airbnb Service Fee – What you see is what you pay! This unbeatable value is only steps from Upham Beach in this bright 2-bed, 1-bath condo with King and Queen suites, a fully equipped kitchen, and TVs in every room. Enjoy resort-style living with a heated year-round pool, beach essentials (towels, chairs, umbrella & buggy), and a digital parking pass for one vehicle. Walk to restaurants, shops, and the sand! Please note* there are a few 1st floor units under renovation.

St Pete Retreat - Heated Salt water pool
Kick back and relax in this calm, stylish space. Enjoy cooking in our spacious updated kitchen or relax by the grill poolside with a glass of wine and some football on the outdoor tv. This 3bd (king, king, queen) and 1.5 bath+outdoor shower make this a retreat to sit back, relax and enjoy the Florida sun. Want to get out and see the town? St Pete Beach is only 3.5 miles away, downtown St Pete is only 15 min with Central Ave and Beach Drive full of cocktails, nightlife and live music.

Sunset Condo: Steps to the Beach with Pool Access
Relax in this updated condo just steps from the beach in St. Pete Beach! This family friendly second floor unit has one bedroom with two full beds, a bright living area, an updated bathroom, and a full kitchen. Catch views of the Gulf of Mexico from the private balcony! Location is everything and Sunset Condo is steps from the beach and its amazing sunsets, and within walking distance to waterfront restaurants with live music, coffee shops, & shopping on Corey Avenue.

Updated Condo minutes from the beach - heated pool
Welcome to this fabulous and spacious newly updated condo close to the beach and many restaurants. Closest beach is 12 min walk or 2 min drive. John Pass Village is only 6 minutes drive, Downtown St Pete and newly re-opened St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are across the street. Pool is in the building- hours of operatio dusk to down.Pool is heated to 82f during the day.Roku TV's in the unit.

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Bungalow Heated Pool Home 10 minutes to Beaches

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Private Pool & Short Drive to the Beach!

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Dolphin Dreamer-6-Seat Golf Cart!

Comfortable Home w/Private Pool
Apartment rentals with a pool

Peaceful 1BR Getaway by St. Pete Beach

COASTAL CHIC! Luxury Apartment with Oceanviews

Comfortable 2BR condo, walk to all sand beach

🏝 St Pete Beach Condo🏝

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

King Oceanfront Suite • Kitchenette & Balcony

Roomy condo by the beach

Cozy Waterview Nest for Two
Other holiday rentals with a pool

Modern studio, pool & sauna | 10 min to DT & BEACH

King / Child Friendly / Near DT / No Chores!

Charming Beach Side Getaway: Pool, Grills, Dock!

Luxury Pool House

Paradise Palms - Private Pool Oasis - St. Pete

Waterfront / Heated Pool / Pet + Boat Friendly

*POOL* Fenced Yard *Shuffleboard Court*

Kenwood Cottage
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 142 | € 189 | € 218 | € 171 | € 149 | € 142 | € 144 | € 133 | € 127 | € 127 | € 128 | € 137 |
| 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 South Pasadena

Total holiday rentals
Explore 240 holiday rentals in South Pasadena

Nightly prices starting at
South Pasadena holiday rentals start at € 59 per night before taxes and fees

Verified guest reviews
Over 10,390 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 of South Pasadena holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Pasadena rentals

4.8 Average rating
South Pasadena stays are highly rated by guests – averaging 4.8 out of 5!
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