Family-friendly holiday rentals in Upham Beach Park

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.

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.

We got it all: beach, coffee, pool, beach gear

Looking for a clean, comfortable place to relax during your beach vacation? That's exactly what we are all about. Our owner-managed condo is located in a beachfront resort just a few 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 details, and making your stay as easy, relaxing, and carefree as possible. Perfect for couples or families of up to four.

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! 🤍

🏝 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.

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! 🌵☀️🎊

2 bedroom guesthouse in hip Grand Central District

Walkable to the beating heart of the artsy Grand Central and Edge district of St. Pete. Newly built (2022) garage apartment with two bedrooms, one-bathroom, full-sized kitchen with brand new appliances. The bedrooms have all the comforts of a hotel with a personality that matches the vibrancy of the Grand Central community. This space is perfect for travelers looking for a local vibe. Stay in the sunshine inspired apartment and soak up all St. Pete has to offer.

*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! ✨🐚

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!

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.

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!

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.