Vacation rentals with a pool in Upham Beach Park

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Top-rated rentals with a pool in Upham Beach Park

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Guest favorite

A clear view of a refreshing pool surrounded by a fenced area. Sun loungers line the poolside, and a two-story building with multiple doors is seen in the background, framed by manicured greenery and palm trees.

Condo in St. Pete Beach

4.93 out of 5 average rating, 107 reviews

5 STAR RENOVATED CONDO 3 MIN. WALK TO THE BEACH

3 min walk to beautiful St. Pete's Beach. Fully renovated condo has everything you need for the perfect getaway. Only 19 units in the building this is an oasis of relaxation. Great for the kids! Stunning pool, BBQ area, private laundry ensuite. Updated kitchen is fully equipped. Queen sized bed in the master and pull out couch in living room sleeps a total of 4. Two TVs and wifi. Parking for 2 cars. Walk to a great selection of restaurants, bars & transportation **No Pets and No Smoking please!

Superhost

A serene pool area features a crystal-clear swimming pool surrounded by a concrete deck. Colorful accents from a turquoise guest house and a coral shed enhance the outdoor space, framed by lush greenery. Two yellow lounge chairs provide a relaxing corner for sunshine enjoyment.

Guesthouse in St. Petersburg

4.88 out of 5 average rating, 529 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 favorite

Condo in Treasure Island

4.98 out of 5 average rating, 195 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 favorite

An aerial view captures a well-maintained property featuring a spacious heated pool surrounded by lush landscaping. The surrounding area includes multiple buildings and parking spaces, with palm trees dotting the landscape under a clear blue sky.

Condo in St. Pete Beach

4.91 out of 5 average rating, 162 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.

Guest favorite

A clear blue swimming pool is surrounded by lush palm trees and tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation in a serene outdoor setting.

Condo in St. Pete Beach

4.9 out of 5 average rating, 210 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

Top guest favorite

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

5 out of 5 average rating, 174 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favorite

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

Condo in Treasure Island

4.9 out of 5 average rating, 136 reviews

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.

Guest favorite

A view of the outdoor heated swimming pool surrounded by lounge chairs and palm trees. A white fence borders the pool area, with a main road and beach visible beyond. The scene is set under a clear blue sky.

Apartment in St. Pete Beach

4.8 out of 5 average rating, 145 reviews

St Pete Beach Home - Gulf views & great location

Enjoy beautiful sunsets & beach views from the private deck. This 3rd floor condo is steps from the beach. The main BR has a new king bed, flat screen (Cable) plus access to the private deck. The second BR has a new queen bed, flat screen (Roku) plus ocean views. The living area has a sleeper sofa, recliner, & flat screen (Cable). The kitchen has new appliances & granite counters. The condo has dedicated high speed internet. The location is fabulous! CONSTRUCTION ON PROPERTY

Guest favorite

A clear swimming pool is bordered by tropical palm trees and well-maintained landscaping. The shallow end is marked at 5 feet, while the deep end measures 6 feet. A bright blue sky is visible above, contributing to a relaxed atmosphere.

Condo in St. Pete Beach

4.84 out of 5 average rating, 187 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.

Top guest favorite

A beachfront pool area features a clear blue swimming pool surrounded by sun loungers. A hot tub is situated nearby, with palm trees and beach access visible in the background. The paved patio offers ample space for relaxation under the sun.

Condo in St. Pete Beach

4.9 out of 5 average rating, 101 reviews

Resort Complex is Directly on St. Pete Beach

Unit 206 is a BAYSIDE unit. Gulf Gate Resort is a BEACHFRONT complex. Our unit has a washer/dryer, full kitchen, assigned covered parking next to the elevator. Down the elevator and your just a few steps to the beach! Amenities include an Exercise Room, Free Wi-Fi (5G ), secured entrance/elevator, Beach Front Pool, Pavilion w/ Gas Grills & Hot Tub leading to your Private Beach. Max 4 person occupancy strictly enforced.

Guest favorite

A heated pool is situated in a landscaped area, surrounded by lush greenery and partial views of the beach. Blue umbrellas provide shade over lounge chairs arranged near the water's edge. The clear water reflects sunlight, creating a tranquil atmosphere.

Condo in St. Pete Beach

4.89 out of 5 average rating, 343 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.

Guest favorite

The image depicts a sparkling heated pool surrounded by a tropical setting. Lounge chairs are positioned around the pool, with a palm tree visible in the backdrop. The Gulf of Mexico is seen in the distance under a clear blue sky.

Apartment in Treasure Island

4.91 out of 5 average rating, 121 reviews

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.