Holiday rentals with beach access in Upham Beach Park

4.91 out of 5 average rating, 176 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! One of the quieter areas of St. Pete Beach, but 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! *please note this is a 2nd floor unit, no elevator*this resort is a family friendly resort and follows STRICT rules of noise ordinances*

A cozy living area is highlighted by a light-colored sofa adorned with decorative pillows. A wooden table and a woven rug complement the space. Soft lighting is provided by two lamps, and a large television is positioned against the wall beneath a window with blinds.

4.96 out of 5 average rating, 50 reviews

Studio Beach Condo in Tropical St Pete Beach!

Escape to the sunny beaches of St Pete Beach with this convenient, centrally located, oceanfront condo! Features a bright, beachy interior, central A/C, and luxurious shared pool, this unit has all the elements of a relaxing vacation just waiting to happen. The white sands of the Gulf can be found just a short 60-second walk from the complex to the boardwalk. The fully-equipped kitchen has everything you'll need to treat yourself to a delicious home-cooked meal if you don't feel like eating out.

4.99 out of 5 average rating, 212 reviews

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.

Condo in Treasure Island

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.

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, 164 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.

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 165 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

4.86 out of 5 average rating, 591 reviews

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

Condo in Treasure Island

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

A condominium complex is shown, featuring a colorful sign that reads 'The Friendly Native' amidst well-maintained landscaping. Palm trees and bushes with vibrant flowers are visible in the foreground, while the two-story buildings display balconies and large windows.

4.86 out of 5 average rating, 188 reviews

🏝 St Pete Beach Condo🏝

Walk right out to the white powdery sand and crystal blue water of the Gulf of Mexico from this ground-floor luxury unit. Spacious 1BR/1BA condo, fully furnished, beautifully decorated, and equipped for vacation rentals. Tropical courtyard with heated pool, grill & lounge. Step through the gate—you're on St. Pete Beach. Breathtaking sunsets included. No pets. No smoking. Book your stay now and experience the magic of beachfront living—paradise awaits you every single day.

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.

4.89 out of 5 average rating, 223 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!.

Superhost

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, 362 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.

Superhost

5 out of 5 average rating, 4 reviews

Renovated 2-Bedroom Condo with Pool - The Waves

✨ Coastal Retreat at The Waves – Walk to St. Pete Beach! ✨ Relax in this fully renovated condo just steps from the sand. Features include a bright living room, modern kitchen with stainless steel appliances, and two bedrooms (1 Queen + 2 Full). Enjoy WiFi, Smart TVs, and central A/C. Community perks: sparkling pool, free parking, and an easy walk to restaurants and shops. Your perfect St. Pete Beach getaway!

Superhost

An open living area features a compact kitchen with stainless steel appliances and white cabinetry. A dining table is set against a wall, and a seating area with a dark sofa and a yellow accent pillow is visible. Natural light enters through glass doors leading to an outdoor space.

Apartment in St. Pete Beach

4.79 out of 5 average rating, 52 reviews

"Sunny Beachside Studio"

"Sunny Beachside Studio with Heated Pool & Free Beach Parking – Steps to St. Pete Beach!" Escape to paradise in this updated St. Pete Beachside Studio, perfectly situated just across the street from the stunning St. Pete Beach. With a heated pool on the property and a free beach parking permit included, you’ll have everything you need for a carefree and relaxing getaway. Perfect for Every Kind of Traveler.

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.