Holiday rentals in Bay Pines

Guest suite in St. Petersburg

4.88 out of 5 average rating, 312 reviews

Coconut Palm*hotel style suite*only 5miles 2beach

NO SHARED SPACE Completely private hotel style room Queen bed & full bath &wet bar Covered entry with porch Weekly & Monthly Discounts Fabulous beaches 5 miles from location Two guests MAX (including children) Quiet neighborhood Quiet hours are 10pm-9am Off street parking Private room in home St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens, Clearwater Marine Center, Florida Aquarium,Dali Museum&much more! Bay Pines Memorial Park,Seminole Lake Park FOR HEALTH REASONS NO ANIMALS!

4.96 out of 5 average rating, 190 reviews

Guest house in Seminole

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 919 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

4.97 out of 5 average rating, 192 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

Welcome to the CUTEST mini-resort you’ll want to definitely experience! Step inside and you'll be wowed by the tastefully decorated California-style beach decor that exudes VACATION!🌴 This delightful home comfortably sleeps up to 8 guests, including the cozy poolside PINK bungalow! As cute as the home is, prepare to feel like you’ve entered another world once you step outside. Tropical backyard with optional heated pool +a resort-like tiki cabana will throw you in ultimate vacation mode.

4.97 out of 5 average rating, 145 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

Superhost

Flat in St. Petersburg

4.85 out of 5 average rating, 258 reviews

Charming fully renovated studio apartment & patio

Charming completely renovated studio apartment in quiet St. Pete neighborhood sits below another apartment. Studio has dishes and glasses, pots, pans, utensils, linens, etc. The apartment has a kitchenette with a table top burner with two burners (no oven) a medium-sized fridge, microwave, convection oven & coffee maker. Furnishings: Full-sized bed (new as of June 2024), table, chairs, bookcases, wardrobe. French doors lead to patio; new appliances and small shower, TV and cable/internet.

4.92 out of 5 average rating, 115 reviews

Guest house in Seminole

Beachy Bohemian Bungalow with all the perks!

This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

5 out of 5 average rating, 160 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Superhost

Tiny home in St. Petersburg

4.86 out of 5 average rating, 115 reviews

Great Value Studio |Extra Clean |Outdoor Kitchen

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Tiny home in St. Petersburg

4.91 out of 5 average rating, 143 reviews

King Bed Studio | Extra Clean | Outdoor Kitchen

Apartment in St. Petersburg

4.98 out of 5 average rating, 267 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

4.99 out of 5 average rating, 106 reviews

Flat in St. Petersburg

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Bay Pines holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bay Pines

4.98 out of 5 average rating, 82 reviews

Home in Seminole

Suite w/ Private Entrance

SebastianRating, 5 starstoday

Polly was very nice and responsive. Our instructions upon arrival were easy to follow and clear. The studio was pristinely clean, decorated nicely, and well accommodated. And location is great being 10 minutes from the beach. Would stay again

4.95 out of 5 average rating, 84 reviews

Home in Seminole

Alexoria Retreat

LisaRating, 5 stars2 weeks ago

Victoria was such a gracious host! Beautiful beaches nearby and it's a quiet neighborhood. Highly recommend.

Apartment in St. Petersburg

4.92 out of 5 average rating, 156 reviews

Heron's Hideaway- Studio by the bay!

EmilyRating, 5 stars3 weeks ago

My mother & I stayed here for a Mother's day staycation. It was comfortable for just us two and the pullout bed was pretty comfortable compared to most. The primary bed was the most comfortable of course. We both live in tiny homes, so we were comfortable with a studio apartment layout and especially with the outdoor sitting area that we spent most of our time enjoying. The space felt a lot bigger than what it probably is, and the location was absolutely perfect. We will definitely be staying again. Safe place for solo female travelers as well and pups are welcomed 😊🐶🌴

4.95 out of 5 average rating, 20 reviews

The Sea Scallop Minutes to Madeira Beach

EvanRating, 5 stars1 day ago

We were visiting for a concert and some family time. We accomplished both. Just a nice normal home with all the amenities to relax. Beaches, shopping and restaurants all a few minutes away. We did it all.

4.96 out of 5 average rating, 26 reviews

Apartment in Seminole

Tampa Bay/St Petersburg Condo

AmandaRating, 5 stars1 week ago

Great place to stay! It was exactly the way it was described in the listing. Kamil was super responsive and answered any questions quickly! Highly recommend!

Campervan/Motorhome in Seminole

4.88 out of 5 average rating, 162 reviews

Magical RV+ Private Hot Tub

SarahRating, 5 stars4 weeks ago

Perfect! Fun, unique space out of the ordinary yet had everything we needed. Super cute and exactly as described. Hot tub was great and Ariday was very accommodating and responsive. Will definitely visit again if in the area.

5 out of 5 average rating, 8 reviews

Dog-Friendly 1/1 Place. 5 Mins to the Beach!

AdaRating, 5 stars3 weeks ago

I was very pleasantly surprised how cozy and homey the place was. Better than the pictures. My dogs were delighted too. The place is very private and it is at an amazing location - close to beaches, restaurants and everything you might need. The hosts are very friendly and responsive. I had to bother them on a few occasions asking for suggestions, but they didn’t mind. The place is very clean and extremely well supplied with everything. Thank you Dmitry and Lucy! It was a pleasure staying at your place. I am booking with you without a doubt if I am to stay in the same area again! Thank you for your amazing hospitality!