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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.

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Guest house in St. Petersburg

4.91 out of 5 average rating, 446 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.

3–10 Jul

$215 SGD per night

Guest favourite

Apartment in Saint Pete Beach

4.92 out of 5 average rating, 150 reviews

Tropical Courtyard Paradise on St. Pete Beach

Charming, cozy, well-appointed/fully stocked ground floor 1 Bedroom Unit with its own Private Entrance, Courtyard & spacious heated Pool. A short 1 minute walk to either St. Pete's Gulf side Upham Beach or all the abundant Nightlife & Restaurants on Gulf Blvd. Free WiFi(Spectrum) & 2 separate 32" HD TV's (Living Room sofa bed & Bedroom Queen bed), have all premium, movie, news, & sports channels. This Unit is affordably priced for the Budget Conscious desiring that Premium Beach Location.

4–11 Aug

$185 SGD per night

Guest favourite

Guest house in Gulfport

4.94 out of 5 average rating, 192 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.

15–22 Oct

$151 SGD per night

Guest favourite

Apartment 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.

19–26 Nov

$160 SGD per night

Guest favourite

Apartment in St. Pete Beach

4.97 out of 5 average rating, 111 reviews

A Perfect Condo Near The Beach

Enjoy this first-floor condo with a private patio, just an 11-minute walk to the beach! Close to fabulous restaurants, water sports, Sunset Beach, and the historic Corey Avenue shopping district. This ground-floor condo has everything you need, including a large updated kitchen. We have access to a pool for guests of the complex, and the park across the street has courts for pickleball or tennis, a boat ramp, and a gazebo overlooking the water. Treasure Island is just around the corner!

13–20 Jun

$220 SGD per night

Guest favourite

Apartment in St. Pete Beach

4.91 out of 5 average rating, 175 reviews

Quiet condo with heated pool- 4min walk to beach!

Experience the ultimate beachside getaway in our cozy 1st floor unit in a gated condo. Great choice for those wanting to relax like a Floridian with a pool and the beach just steps away. Enjoy this quiet section of Upham beach for your perfect vacation! Our condo comfortably accommodates up to 5 guests with a king bed, a memory foam sofa bed, and an air mattress. Washer and dryer, plus parking for 2 cars. Blocks away you’ll find dozens of restaurants, as well as grocery stores and shopping.

19–26 Aug

$192 SGD per night

Guest favourite

Flat in Treasure Island

4.84 out of 5 average rating, 358 reviews

Treasure Island Beach Unit

Privately owned Efficiency Unit on the 5th floor at the Island Inn Beach Resort right on Treasure Island Beach. Balcony of unit faces a view of part of the building, the street and Boca Ciego Bay. Beach directly to the left as step off of the elevators. NOTICE May 15, 2023 to Feb 26 GUESTS Building Renovations Scheduled on the exterior structure on these dates. There will be noise disturbances during the hours of 8am and 5pm weekdays, as well as the pool, pool deck, tiki bar closed

17–24 Oct

$183 SGD per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 238 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.

26–31 May

$173 SGD per night

Guest favourite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 118 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.

12–19 Aug

$122 SGD per night

Apartment in St. Pete Beach

4.78 out of 5 average rating, 134 reviews

Charming Condo minutes from the beach

A charming ground floor updated condo only 10-12 minutes walk or 1 minute drive ( 0.6 miles ) to the Treasure Island Beach. The condo is decorated in a beach style theme. We offer all the necessary amenities to ensure a comfortable stay. The kitchen is fully equipped with all the cookware for a nice meal. The living room offers a pull out queen sofa that sleeps additional two people.Our cozy bedroom also has a queen size bed. Many restaurants, bars and shops are in a close proximity.

22–29 Sep

$146 SGD per night

Guest favourite

Guest house in St. Petersburg

4.98 out of 5 average rating, 133 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!

28 Sep – 5 Oct

$173 SGD per night

Guest favourite

Apartment in St. Pete Beach

4.94 out of 5 average rating, 124 reviews

Updated Condo minutes from the beach***heated pool

This fabulous and spacious newly updated condo close to the beach and many restaurants is all you need for your perfect beach vacation! We are short 10 minutes walk or 1 minute drive to the closest beach and many restaurants and shops. John Pass Village is only 6 minutes drive, Downtown St Pete and newly reopen St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are close by. Heated pool is in the building!Roku TV's.

2–9 Aug

$184 SGD per night

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Popular amenities for South Pasadena rentals with a pool

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Air conditioning

House rentals with a pool

Guest favourite

Home in Saint Petersburg

4.97 out of 5 average rating, 175 reviews

Fabulously Family Friendly

29 Jul – 3 Aug

$284 SGD per night

Guest favourite

Home in St. Petersburg

4.84 out of 5 average rating, 122 reviews

Fun boho home: heated pool, near beach

11–18 Feb

$1,078 SGD per night

Home in Saint Petersburg

4.85 out of 5 average rating, 316 reviews

Working pool heater, beach a few minutes away.

3–10 Jul

$361 SGD per night

Guest favourite

Home in St. Petersburg

4.92 out of 5 average rating, 109 reviews

Heated Pool and hot tub luxury vacation house

3–10 Aug

$584 SGD per night

Guest favourite

Home in St. Petersburg

4.98 out of 5 average rating, 109 reviews

The Blue Fin, comfortable 3 bed, heated pool house

4–11 Dec

$373 SGD per night

Home in St. Petersburg

4.85 out of 5 average rating, 121 reviews

Close to everything. w/2 Bikes

7–14 May

$104 SGD per night

Guest favourite

Home in Treasure Island

4.82 out of 5 average rating, 134 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

26 Oct – 2 Nov

$1,113 SGD per night

Guest favourite

Home in St. Petersburg

5.0 out of 5 average rating, 109 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

28 Jan – 4 Feb

$566 SGD per night

Apartment rentals with a pool

Apartment in Saint Petersburg

4.85 out of 5 average rating, 407 reviews

Waterfront condo on top floor @ Boca Ciega Resort

27 Aug – 3 Sep

$179 SGD per night

Apartment in Treasure Island

4.91 out of 5 average rating, 159 reviews

Gorgeous One Bedroom on Sunset Beach #52

18–25 Sep

$225 SGD per night

Guest favourite

Apartment in Saint Petersburg

4.99 out of 5 average rating, 246 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

10–17 Sep

$277 SGD per night

Apartment in Treasure Island

4.88 out of 5 average rating, 168 reviews

Beachfront Condo in Exclusive Resort

14–21 Mar

$972 SGD per night

Guest favourite

Apartment in St. Petersburg

4.97 out of 5 average rating, 145 reviews

Sea La Vie- Studio by the bay!

15–22 Jul

$208 SGD per night

Apartment in St. Pete Beach

4.84 out of 5 average rating, 130 reviews

Sunset Condo: Steps to the Beach & Fresh Decor

25 Aug – 1 Sep

$238 SGD per night

Guest favourite

Apartment in St. Petersburg

4.81 out of 5 average rating, 173 reviews

beautiful waterfront condo at Boca Ciega Resort

5–12 Jun

$170 SGD per night

Guest favourite

Apartment in Treasure Island

4.99 out of 5 average rating, 153 reviews

Spectacular beach to bay views from this resort.

12–19 Sep

$270 SGD per night

Quick stats about holiday rentals with a pool in South Pasadena

Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
730 reviews
Nightly prices starting at
$95 SGD before taxes and fees

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