Vacation rentals with outdoor seating in Upham Beach Park

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Top-rated outdoor seating rentals in Upham Beach Park

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 730 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Aug 14 – 21

G$23,749 GYD per night

Superhost

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$36,002 GYD per night

Guest favorite

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$35,895 GYD per night

Guest favorite

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$28,972 GYD per night

Guest favorite

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$22,929 GYD per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 453 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Jul 5 – 12

G$25,743 GYD per night

Guest favorite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Jan 7 – 14

G$26,539 GYD per night

Guest favorite

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$27,367 GYD per night

Guest favorite

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$18,244 GYD per night

Guest favorite

Tiny home in Gulfport

4.94 out of 5 average rating, 144 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Oct 20 – 27

G$21,596 GYD per night

Superhost

Apartment in St. Pete Beach

4.79 out of 5 average rating, 278 reviews

Fiesta Siesta in St Pete Beach USA #1 ranked beach

Indulge in the artistic allure of St. Pete Beach. Fiesta Siesta! is one of our 4 privately gated beach units are a symphony of uniqueness, fun, and funky themes, ensuring your vacation is perfect and filled with joy. Restaurants , craft breweries, Historic Corey Ave are all within a leisurely stroll, and Upham Beach is just around the corner. Your getaway is eagerly awaited—just add sun! Experience the vibrant spirit of St. Pete Beach with us

Sep 8 – 15

G$27,417 GYD per night

Superhost

Apartment in Saint Pete Beach

4.8 out of 5 average rating, 190 reviews

Upham Beach! 1st Floor Fun Chic Ocean Condo w/Pool

This first floor fun condo is just steps to the sand at quiet Upham Beach, your perfect Beach Getaway! A great choice if you want to experience the Florida coastal lifestyle. Single, couple or family there is plenty of room with one bedroom queen and a pull out sofa sleeper in the living room. Fully stocked kitchen, laundry on-site, parking pass for 1 vehicle and high speed wifi all included.

Oct 28 – Nov 4

G$33,415 GYD per night