Family-friendly holiday rentals 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, 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.

4.99 out of 5 average rating, 103 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.

5 out of 5 average rating, 77 reviews

Last Minute Amazing Getaway Deal: June 20-23!

Looking for a clean, comfortable retreat for your beach vacation? That's exactly what we're all about. Our owner-managed condo is located in a beachfront resort just steps from the beach and features a comfortable bed, flexible self check-in, plentiful beach gear, a full kitchen, coffee station, and more. We focus on exceptional cleanliness, thoughtful touches, and making your stay as easy, relaxing, and carefree as possible. Perfect for couples or families of up to four.

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!

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.

A bright studio features a queen bed adorned with tropical-patterned bedding, complemented by decorative pillows. A green sofa sits across from a small dining table with light-colored chairs. Natural light fills the space through two windows, enhancing the airy atmosphere.

4.95 out of 5 average rating, 64 reviews

Poolside Updated Studio Across from the Beach!!

Light, Bright, and clean newly renovated first floor studio. Walk out to beautiful heated pool and across the street to amazing beach with turquoise waters, soft sugary sand and the most stunning sunsets possible. Fully appointed with kitchenette, queen bed and sleeper sofa, Cable, high speed Wi-Fi, and beach equipment. Short walk to numerous restaurants, shopping, nightlife, festivals and markets.

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, 133 reviews

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

This beautiful condo was remodeled in 2024! Steps from the beach! NEW appliances, NEW air conditioning, NEW paint, NEW flooring & countertops, NEW ceiling fans & light fixtures, NEW furniture! Queen Nectar bed, Smart TV Streaming w/cable channels too, Wi-Fi, beach chairs & beach towels, Keurig style coffee maker, pots, pans, silverware, toaster, bakeware, linens, towels, and then some!

Superhost

4.64 out of 5 average rating, 59 reviews

Direct Beachfront Condo ~ Heated Pool ~ Wifi

Located on the beautiful St. Pete Beach, Caprice Resort, is perfectly setup for your Florida vacation getaway. This modern building is located just four miles from John's Pass Village. Far enough to provide a peaceful and relaxing environment, and close enough that you can easily walk over to activities and some of the most wonderful restaurants in the area.

4.96 out of 5 average rating, 200 reviews

Walk to Beach • Pool • Sleeps 4 • Spotless

Relax in this exceptionally clean and beautifully remodeled 1 bed, 1 bath condo just steps from the white sands of Upham Beach! Walk to restaurants and beach bars—no rental car needed. Full kitchen with Keurig and cooking essentials. Beach gear included: towels, chairs, umbrella, cooler, and wagon. Pool access, fast Wi-Fi and Pack & Play for kids included.