Family-friendly vacation rentals in Upham Beach Park

4.99 out of 5 average rating, 223 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.

Superhost

A modern open-concept living area showcases a gray sectional sofa adorned with decorative pillows. A white coffee table sits in front, while a dining area with high stools and a sleek kitchen featuring stainless steel appliances is visible in the background.

4.81 out of 5 average rating, 159 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.

4.99 out of 5 average rating, 102 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.

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.

4.99 out of 5 average rating, 170 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! 🤍

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, 195 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.

Apartment in St. Pete Beach

4.8 out of 5 average rating, 354 reviews

FLASH SALE! Fiesta Siesta |Sleeps 4 <1mi to beach

🚨Special Offer: We’re running a limited-time Flash Sale for select dates! Message us to unlock exclusive savings for your short term or mid term stay 🌵Welcome to Fiesta Siesta — a vibrant cactus-themed 1BR in sunny St. Pete Beach! Located in a gated complex just a short walk or drive to Upham Beach, this colorful retreat has FAST Wi-Fi, smart TV, full kitchen, and major good vibes. One of 4 fun themed units! Book now and let the fiesta (and siesta) begin! 🌵☀️🎊

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, 235 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!.

An aerial view captures the scenic coastline with soft sandy beaches meeting a gentle blue ocean. Beach umbrellas and chairs are arranged along the shore, inviting relaxation. The surrounding area features low-rise buildings and greenery, creating a peaceful beachside atmosphere.

4.87 out of 5 average rating, 98 reviews

Winter Beach Escape 2 Bed 1 Bath

Welcome to your perfect beach escape! This beautiful 2-bedroom, 1-bathroom beachfront condo offers the ultimate getaway experience. You will fall in love with the location of our unit. Only steps away from beautiful Upham Beach! The space is comfortable and has everything you need to enjoy your next vacation. Please note that there is still construction going in the 1st floor unit. *Must be at least 25 years old to rent.

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, 381 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.

4.91 out of 5 average rating, 164 reviews

Elegant & Relaxing Beachside Paradise - Pool

Experience unbeatable value in this fully renovated coastal condo just steps from the sand—no stairs required! Walk to beach bars, dining, or lounge by the heated pool only a few steps from your door. Bright open living spaces and modern finishes make this the perfect place to relax and unwind. Includes Wi-Fi, parking and beach essentials—towels, chairs, umbrella, and buggy - tons of added value!

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.