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Vacation rentals with a pool in Upham Beach Park

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Top-rated rentals with a pool in Upham Beach Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in St. Pete Beach

4.84 out of 5 average rating, 130 reviews

Sunset Condo: Steps to the Beach & Fresh Decor

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 with a pull-out sofa bed, 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.

Sep 22 – 29

G$36,016 GYD per night

Condo in St. Pete Beach

4.87 out of 5 average rating, 156 reviews

Sunset and Sunrise - With Pool next to Beach!

Condo with beachy vibes where you can feel the rays of sunshine on your perfect St Pete getaway! Directly across from the beach and pool right outside, both just steps away! One full bedroom, this condo boasts a spacious living room, with a small balcony and small kitchen with beautiful upgrades. Kitchen has all the standard amenities to make it feel like home. I provide beach chairs and a beach umbrella for your sandy excursions. Free high speed WIFI and cable included with your stay. Welcome!

Oct 21 – 28

G$35,909 GYD per night

Condo 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.

Apr 25 – May 2

G$28,983 GYD per night

Condo in St. Pete Beach

4.83 out of 5 average rating, 115 reviews

Great St Pete Beach 2 /1 condo with king bed

Comfortable condo with everything needed to relax and have a great beach vacation. The condo was recently renovated in December 2022 with a new kitchen and living room furniture. This unit is located on the 2nd floor. The property features a heated swimming pool, free shuffleboard, BBQ grills, and an onsite laundry facility in the adjacent building. It is conveniently located close to restaurants and local shops on Corey Avenue. Walking distance to some of St Pete's top-rated beach bars.

Nov 18 – 25

G$50,430 GYD per night

Condo 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.

Nov 15 – 22

G$22,938 GYD per night

Condo 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.

Aug 19 – 26

G$29,321 GYD per night

Condo in St. Pete Beach

4.85 out of 5 average rating, 151 reviews

🏝 St Pete Beach Condo🏝

Walk right out to the white powdery Sand and blue crystal water of the Gulf of Mexico from this ground floor luxury unit. Stunning spacious 1 bedroom, 1 bath condo, fully furnished and beautifully decorated and equipped for vocational rentals. Quiet tropical style courtyard with heated pool and grilling & sitting area. Walk through the gate and you are right on the sugar sands of St Pete Beach. The sunset views are spectacular and you won't believe you snagged this one! No pets. No smoking.

Jul 7 – 14

G$35,952 GYD per night

Condo in St. Pete Beach

4.87 out of 5 average rating, 117 reviews

Cute Family Friendly Beach Condo!

Cute beach condo within seconds of walking you are on the beach! The Gulf Winds Resort community is quiet and clean! One of the quieter areas of St. Pete Beach, but within walking distance to a bunch of fun restaurants and bars! There is a pool and shuffle board on the resort property and charcoal grills. One of the best views of the sunset at the beach! *please note this is a 2nd floor unit, no elevator*this resort is a family friendly resort and follows STRICT rules of noise ordinances*

Jul 31 – Aug 7

G$54,975 GYD per night

Condo 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.

Dec 23 – 30

G$27,377 GYD per night

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 117 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.

Aug 19 – 26

G$18,252 GYD per night

Guesthouse 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!

Aug 20 – 27

G$25,803 GYD per night

Apartment in St. Pete Beach

4.87 out of 5 average rating, 111 reviews

Livin' Poolside Steps to Upham Beach Condo Sleep 6

Stylishly updated 2 bedroom 1 bath Poolside Condo! A total gem of a location with direct beach access steps away, walking distance to restaurants and activities! Spacious open living & dining concept with fully equipped kitchen and dedicated workspace. We supply complementary chairs, umbrella & buggy! You will enjoy sunset watching on the beach and happy hour at the pool all right outside your door. High speed wifi and parking pass for one, we have thought of everything!

Sep 22 – 29

G$39,624 GYD per night

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Popular amenities for Upham Beach Park rentals with a pool

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House rentals with a pool

Home in Saint Petersburg

4.97 out of 5 average rating, 175 reviews

Fabulously Family Friendly

G$36,572 GYD per night

Home in Treasure Island

4.82 out of 5 average rating, 134 reviews

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

Sep 1 – 8

G$161,036 GYD per night

Home in Indian Rocks Beach

4.98 out of 5 average rating, 99 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Jan 14 – 21

G$129,159 GYD per night

Home in Tampa

4.97 out of 5 average rating, 111 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Dec 16 – 23

G$28,052 GYD per night

Home in St. Petersburg

4.96 out of 5 average rating, 106 reviews

Pretty-n-Pink Mid Century Mod Pool/Beach Home

Oct 27 – Nov 3

G$127,110 GYD per night

Home in St. Petersburg

4.92 out of 5 average rating, 108 reviews

Heated Pool and hot tub luxury vacation house

Sep 22 – 29

G$66,979 GYD per night

Home in St. Petersburg

4.84 out of 5 average rating, 122 reviews

Fun boho home: heated pool, near beach

Oct 14 – 21

G$69,864 GYD per night

Home in Indian Rocks Beach

4.86 out of 5 average rating, 305 reviews

Stunning views! Spot dolphins from the pool!

Jan 21 – 28

G$158,606 GYD per night

Condo rentals with a pool

Condo in St. Pete Beach

4.91 out of 5 average rating, 212 reviews

Sunset Beach Condo in Treasure Island

Mar 27 – Apr 3

G$35,607 GYD per night

Condo in St. Pete Beach

4.97 out of 5 average rating, 110 reviews

A Perfect Condo Near The Beach

Aug 4 – 11

G$32,078 GYD per night

Condo in St. Pete Beach

4.94 out of 5 average rating, 124 reviews

Updated Condo minutes from the beach***heated pool

Aug 24 – 31

G$24,116 GYD per night

Condo in Saint Pete Beach

4.89 out of 5 average rating, 136 reviews

REMODELED CONDO ON 1ST FLOOR AT BEACH & POOLSIDE

Nov 28 – Dec 5

G$37,505 GYD per night

Condo in Saint Pete Beach

4.92 out of 5 average rating, 133 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Aug 17 – 24

G$44,888 GYD per night

Condo in St. Pete Beach

4.94 out of 5 average rating, 122 reviews

Beautifully upgraded condo steps to the sand!

May 18 – 25

G$51,167 GYD per night

Condo in Treasure Island

4.91 out of 5 average rating, 159 reviews

Gorgeous One Bedroom on Sunset Beach #52

Aug 30 – Sep 6

G$34,582 GYD per night

Condo in Treasure Island

4.99 out of 5 average rating, 153 reviews

Spectacular beach to bay views from this resort.

Sep 12 – 19

G$40,946 GYD per night

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