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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Superhost
Apartment in St. Pete Beach
4.78 out of 5 average rating, 142 reviews

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.

Top guest favourite
Apartment in Sunset Beach
4.95 out of 5 average rating, 153 reviews

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!

Guest favourite
A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.
Guest suite in Largo
4.91 out of 5 average rating, 324 reviews

"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.

Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island
4.99 out of 5 average rating, 208 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.

Guest favourite
A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.
Apartment in St. Petersburg
4.97 out of 5 average rating, 149 reviews

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

Top guest favourite
A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.
Guest house in Gulfport
4.95 out of 5 average rating, 222 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.

Top guest favourite
A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.
Guest house in Central Oak Park
4.98 out of 5 average rating, 229 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!

Guest favourite
Apartment in St. Pete Beach
4.87 out of 5 average rating, 141 reviews

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.

Guest favourite
An outdoor lounging area is showcased, featuring a sectional sofa with neutral cushions arranged around a wooden coffee table. A flat-screen TV is mounted on a green wall, with a grill visible nearby. The pool and surrounding patio create an inviting space for relaxation.
Home in St. Petersburg
4.92 out of 5 average rating, 105 reviews

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.

Guest favourite
A bright living area features a comfortable gray sofa adorned with striped pillows. Natural light highlights a wooden coffee table, positioned between two woven ottomans. A serene wall art piece and a lamp provide ambient lighting, while a decorated entrance door is visible in the background.
Apartment in St. Pete Beach
4.85 out of 5 average rating, 197 reviews

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.

Superhost
The spacious living area features a blue sofa with decorative pillows, a white coffee table, and a dining space with a round table and four chairs. A ceiling fan circulates air, and the kitchen is visible in the background, complemented by light-colored cabinetry.
Apartment in St. Pete Beach
4.92 out of 5 average rating, 157 reviews

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.

Top guest favourite
An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.
Apartment in Treasure Island
4.96 out of 5 average rating, 191 reviews

~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

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Avg. price€ 142€ 189€ 218€ 171€ 149€ 142€ 144€ 133€ 127€ 127€ 128€ 137
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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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