
Vacation rentals with a pool in South Pasadena
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in South Pasadena

Total vacation rentals
Explore 290 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 11,320 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
280 of South Pasadena vacation rentals include wi-fi 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!
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Inground Pool w/ Game Room - Fully Renovated House
Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!

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 operation is from dusk to down.Pool is heated to 82f during the day. Roku TV's in bedroom and 65" Smart Tv in living room

Private waterfront balcony, heated pool, hottub
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

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.

Heated Pool~2 Miles St Pete Beach~Hot Tub~Games!
Welcome to Sandpiper House! A beautifully designed 5 bedroom/3 bath home & ONLY 2 MILES FROM ST PETE BEACH! The absolute PERFECT location between the BEST beaches & Downtown St Pete! You'll find a beautiful HEATED pool, new pool-deck pavers, HOT TUB & lots of space to sunbath. House is equipped with tons of GAMES & beach amenities to get the most out of your FL vacation! PING PONG & game room! Caldwell Park 2 blocks away--green space & jungle gym! PLEASE MESSAGE ME FOR LOWER WEEKDAY RATES!!

Gulfside Resort: 3 bed, 2 bath /pool access
Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD
Come enjoy this getaway vacation home on St Pete Beach!! A one of a kind, fully renovated beach house with pool and private backyard, to provide you with a luxurious yet cozy place to stay. In prime location on St. Pete beach, and a short walk to Treasure island beach! A vacation here offers comfort at home, relaxation at the beach, fun filled outdoor activities (biking, tennis, boat rentals), all while enjoying the vibrant St Pete Beach scene full of amazing beach restaurants and bars.

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!

Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Sparkling Modern Pool Home with Guest Bungalow!

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Villa Kailāsa-Pool, 6 min drive to the Beach!

Pet Friendly Pool Oasis St Pete/Gulfport

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Heated Pool and hot tub luxury vacation house
Condo rentals with a pool

Beach, dolphin/manatee sightings, fishing, sunsets

A Perfect Condo Near The Beach

St. Pete Beach Condo • Heated Pool • Walk to Beach

Glorious Sunsets - Beachfront 2BR Condo

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Island Escape • Pool • Beach • Now Booking Winter!

Renovated 2BD Beach Getaway in Prime Location!

Sea La Vie- Studio by the bay!
Other vacation rentals with a pool

Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub

*POOL* Fenced Yard *Shuffleboard Court*

Saltwater Pool + 5-Min to Beach 4BR 3BA Sleeps 8

Perfect Summer Getaway, Stunning Water Views #608

Casa Coquina: waterfront, pool, hot tub, boat lift

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

The Olivia

Waterfront Views at Dolphin Watch with Heated Pool
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 650 | ﺩ.ﺇ 856 | ﺩ.ﺇ 955 | ﺩ.ﺇ 797 | ﺩ.ﺇ 676 | ﺩ.ﺇ 676 | ﺩ.ﺇ 624 | ﺩ.ﺇ 573 | ﺩ.ﺇ 547 | ﺩ.ﺇ 562 | ﺩ.ﺇ 562 | ﺩ.ﺇ 617 |
| 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 |
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