Holiday rentals with a pool in South Pasadena

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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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Top guest favourite

Apartment in St. Pete Beach

4.96 out of 5 average rating, 165 reviews

Beautifully upgraded condo steps to the sand!

Relax in this beautifully remodeled 1 bed 1 bath condo located steps away from the white sands of Upham Beach! Several restaurants & beach bars within walking distance- no need for a rental car if you don't want one. Full kitchen includes a Keurig and all essentials for cooking including pots, pans, blender, ect. Closet includes all you need for a great day at the beach: towels, chairs, umbrella, cooler, and a wagon to transport it all with ease or enjoy the pool! Pack & Play included for kids.

Superhost

Guest house in Eagle Crest

4.88 out of 5 average rating, 522 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.

Top guest favourite

Apartment in Treasure Island

4.99 out of 5 average rating, 190 reviews

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.

Top guest favourite

Guest house in Central Oak Park

4.98 out of 5 average rating, 202 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. EVERYONE is welcome here. Come & enjoy!

Superhost

Apartment in St. Pete Beach

4.83 out of 5 average rating, 240 reviews

Amazing condo minutes to the beach*** heated pool

This beautiful and spacious condo near the beach is all you need for your perfect vacation! We are just a short 10- 12 minutes walk or 2 minutes drive to the closest beach and many restaurants and shops. Very close to the Caddy's on the beach ( 2 min drive), John Pass Village ( 6 min drive), drive to Downtown St Pete for night life and great restaurants. Egan park is very close and tennis courts are right across the street Heated Pool is available year around and open from dusk to down.

Guest favourite

Bungalow in Indian Shores

4.95 out of 5 average rating, 153 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

Top guest favourite

Tiny home in Gulfport

4.96 out of 5 average rating, 114 reviews

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!

Guest favourite

Home in St. Petersburg

4.89 out of 5 average rating, 129 reviews

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.

Guest favourite

Home in St. Petersburg

4.94 out of 5 average rating, 123 reviews

70's Inspired Disco Vibe Home, Pool, By Beach

Welcome to Tropical Disco, a vacation home in St. Petersburg, Florida, that pairs tropical vibes with groovy touches from the disco era. As our home is newly-renovated, you’ll enjoy all-new furniture and lively wallpaper like you’ve never seen. Better yet? We are 2.4 miles from St. Pete Beach. Float in our pool surrounded by lush palms. Play records in the disco den. And take comfort in every funky pillow, lava lamp and neon pink flamingo. Read on to discover more …

Guest favourite

Home in St. Petersburg

4.94 out of 5 average rating, 128 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!

Superhost

Bungalow in Gulfport

4.89 out of 5 average rating, 44 reviews

GulfPort Paradise, Bali-like Oasis with Pool

The PERFECT vacation suite. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.

Guest favourite

Apartment in St. Pete Beach

4.89 out of 5 average rating, 334 reviews

Easy access to St. Petersburg beach, a minute walk

This sunny 405 sft beach studio will be your perfect retreat from it all! Walking steps to the beach .Second floor unit with a full kitchen, sleeps 4 people: 1 Murphy Bed (Queen size) comes out from wall and 1 pull out sofa bed, also a queen size. This condo has a cute private balcony where you can sit and enjoy the courtyard/garden view. The kitchen has pots, pans and all kitchens essentials to enjoy your vacation.