Waterfront holiday rentals in Upham Beach Park

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

View · Beach · Hospitality

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

Beach · View · Cleanliness

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

View · Beach · Accuracy

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

"This is by far the best Airbnb I have stayed at, and I have stayed at quite a few! This place matches the listing and feels just like home. Extremely impressed!" This direct-facing oceanfront condo has a million-dollar view with a panoramic view of the ocean. The secluded private balcony faces oceanfront, revealing the beach and the Gulf of Mexico, also the intercoastal waterway. Breathtaking views from all vantage points for watching the incredible sunsets and dolphins playing in the water.

Beach · View · Parking

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.

View · Beach · Sleep quality

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

Beach · Sleep quality · Getting around

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.

View · Beach · Amenities

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! 🤍

View · Beach · Long stay

Island Escape • Pool • Beach • Now Booking Winter!

Your island escape in Tierra Verde awaits! This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach (both ranked Top 5 Beaches by TripAdvisor) and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway with an world-class Host starts here—book today!

Beach · View · Long stay

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

View · Beach · TV

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

River · Beach · Comfort

Waterfront studio! Heated pool and hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Beach · View · Biking