Holiday rentals with a pool in Upham Beach Park

A private entrance is visible, highlighted by a bright blue door adorned with a sun-shaped decor. Lush greenery and vibrant flowers frame the pathway, leading to a serene courtyard featuring lounge chairs, enhancing the inviting and tropical ambiance.

4.91 out of 5 average rating, 168 reviews

Tropical Courtyard Paradise on St. Pete Beach

Friendly Native (Unit#502) Charming, well-appointed ground floor 1 Bedroom Unit with its own Private Entrance & Courtyard. A short 1 minute walk to St. Pete Beach's beautiful Upham Beach and all the abundant Nightlife & Restaurants on Gulf Blvd. Bedroom Queen bed, Living Room Queen sofa bed, Free High Speed WiFi(Spectrum), separate HDTV's with all Premium movie, news & sports entertainment. Unlike local hotels, this place is your affordably priced home away from home Premium Beach Location

4.92 out of 5 average rating, 194 reviews

Steps to the beach & restaurants! Family friendly!

Cute beach condo within seconds of walking you are on the beach! The Gulf Winds Resort community is quiet and clean! Within walking distance to a bunch of fun restaurants and bars! There is a HEATED pool, shuffle board area on the resort property & charcoal grills. One of the best views of the sunset at the beach! *We are inclusive of everyone wishing to stay & enjoy the beach* *please note this is a 2nd floor unit, no elevator* *NOT PET FRIENDLY* MUST DISCLOSE SERVICE ANIMALS AT BOOKING REQUEST

Apartment in Sunset Beach

5.0 out of 5 average rating, 102 reviews

Glorious Sunsets - Beachfront 2BR Condo

Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.

Apartment in Treasure Island

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.

4.99 out of 5 average rating, 231 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.

4.99 out of 5 average rating, 110 reviews

A well-lit kitchen is equipped with wooden cabinets and a spacious countertop. Three white bar stools are arranged at the island, which is adorned with a vase of fresh flowers and a platter. Large windows allow natural light to brighten the room.

Home in St. Pete Beach

Gulfside Resort: 3 bed, 2 bath /pool access

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

Superhost

4.69 out of 5 average rating, 223 reviews

Charming Coastal & Cozy SeaBreeze Condo

Updated ground floor corner unit with private outside entrance and patio located on popular and beautiful Upham Beach Preserve. No busy streets to cross as the condo is situated west of Gulf Blvd approximately 200 steps to the white sugary sands! There's plenty to see and do as many local restaurants and watering holes are within walking distance. Historic Corey Avenue is 7 blocks away which often hosts farmer's markets and arts/craft shows on the weekends. *THIS IS NOT A BEACHFRONT UNIT.

An aerial view captures the coastline of St. Pete Beach, showcasing a long stretch of sandy beach lined with beach chairs. Nearby, residential and commercial buildings are visible, along with flowing roads and vibrant greenery that enhance the local landscape.

4.95 out of 5 average rating, 146 reviews

Upham Beach-Paradise in St. Pete Beach & Parking!

Remodeled in 2024! Just steps from the beach! Poolside first floor unit with all new appliances, air conditioning, ceiling fans, Queen Nectar bed! Smart TV w/streaming and cable channels too, plus Free Wi-Fi! For your use please enjoy the beach chairs, beach towels, Keurig style coffee maker, toaster, cups, glasses, dishes, pots, pans, silverware, bakeware, linens, towels, and then some! There is a built in desk with lamp with a nice view of the pool if you have to get some work done.

A tranquil beach scene captures a vibrant sunset casting warm hues across the sky. The sun descends towards the horizon, reflecting off the ocean surface. Rocky formations are positioned along the shoreline, providing a natural contrast to the soft sandy beach.

4.9 out of 5 average rating, 69 reviews

Updated Studio - Steps to the beach & heated pool

Located on Spectacular St. Pete beach! Friendly Native is a quaint property located in a quiet neighborhood on St. Pete Beach. Bars, restaurant's and shopping are very walkable! Beach access is just steps away and heated pool! This condo is bright and airy, fully updated including impact resistant windows & the kitchen is fully stocked. The property does not feature laundry facilities but the nearest laundromat is less than a mile away. One street parking pass is provided. Free Wi-Fi

Superhost

4.87 out of 5 average rating, 269 reviews

Coastal Escape St Pete Beach | Sand, Pool & Beach

Flip flops by the door, miles of soft Gulf sand outside, and an easygoing St. Pete Beach community to explore. This bright condo is home base for sunbathing, long beach walks, and warm-water swims, with lively beach bars, restaurants, and nightlife just a short trip away. Inside, a relaxed coastal feel makes it easy to unwind, with a bedroom window that even gives a small peek of the Gulf. Grab the included beach chairs and umbrella, you are just steps from the sand

A scenic view of a heated pool is highlighted, with sun loungers positioned under yellow umbrellas along a sandy beach in the distance. A cozy living area features a comfortable couch and a dining table, while a second image showcases the inviting pool area with surrounding greenery.

4.9 out of 5 average rating, 248 reviews

St. Pete Beach Condo • Heated Pool • Walk to Beach

Relax in this bright, first-floor beach condo just a 4-minute walk to St. Pete Beach. Enjoy a full kitchen, king bedroom, washer/dryer in unit, fast WiFi, and a comfy living area with a sleeper sofa. The gated community offers a heated pool, grilling area, and free parking. Beach chairs, beach towels, and umbrellas are included—everything you need for an easy, comfortable getaway. Walking distance to many restaurants and shops, making this the perfect location!.

A sandy pathway, framed by lush green grass, leads to the beach where the ocean meets the sky. Soft clouds drift above, and the vibrant blue water sparkles in the sunlight, creating an inviting atmosphere for beachgoers.

4.88 out of 5 average rating, 392 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.

An open living area features two dark sofas facing a wall-mounted television. A wooden coffee table sits centrally, while a dining area with white chairs and a round mirror is visible in the background. Natural light illuminates the space through nearby windows.