Holiday rentals with a fireplace in Boca Ciega Bay

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Tropical Disco|Luxury|Top 5%|Pool|Mins to Beach

There's even a disco ball! Perfect for Bachelorette, Bachelor, Reunions, Retreats, and Family Vacations! Gather in the spacious living room to watch movies on the 65-inch smart TV or prepare a feast in the well-equipped kitchen, complete with brand-new appliances. After a day of fun in the sun at St. Pete Beach, relax in your private bedroom with comfortable beds, soft linens, and modern decor. Wake up to beautiful natural light and enjoy a cup of coffee on the patio overlooking the pool.

Bali inspired near White Sand beaches and Downtown

Escape to our beautifully renovated SPACIOUS Home, centrally located just 15 minutes from downtown Saint Pete and the beaches. Relax in our Balinese Moroccan inspired master bedroom suite with high ceilings and cook in our stunning kitchen. Enjoy a round of golf on our putting green. Unwind in the HOT TUB after day at the beach. Plenty of fun games such as Foosball, connect 4, perfect for gathering with family and friends. Come stay with us and experience the ultimate in comfort and luxury!

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

*****AVAILABLE TODAY - (MARCH 4, 2026) - BOOK NOW!!! ⭐️ Discover the perfect Florida escape in sunny Seminole! Just 5 minutes from Gulf Coast beaches like Madeira and Indian Rocks, this fully remodeled gem is packed with comfort and fun. Enjoy a heated & cooled pool, relaxing hot tub, shaded gazebo, cozy firepit, and dual pool/ping pong table. Stream your favorites on a 65" Smart TV with premium subscriptions, and stay connected with blazing-fast WiFi. Bonus: EV charger on-site!

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

Completely private hotel style suite Queen bed with 4 inch memory foam topper. Weekly& Monthly Discounts Two guests MAX (including children) Guest suite Quiet neighborhood Quiet hours are 10 pm –9 am Off street parking - free Fabulous beaches just 5 miles from location 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!

Indian Shores SunPlace 2B

Two Bedroom - Two Bath Gulf front Condo with direct views of the Gulf from multiple balconies, including outdoor dining area. Main bedroom has king sized bed with direct Gulf Views and ensuite. Second bedroom has queen-size bed with full bath right across the hall. Additionally, there is an air mattress that can be used for kids, but would be tight. Two parking spaces are provided. The unit is one floor up from carport below building with direct access to the beach.

Cute home w/ saltwater heated pool! 6 mi to beach!

Come have some fun in the sun! Bring the whole family & get ready to make lifelong memories in this cute tropical theme, amenity-packed home! This newly-renovated 3BR/2BA + an office is the definition of KID-FRIENDLY & located just minutes away from Madeira Beach! Private pool w/ pool toys, huge backyard w/ gas grill, a firepit for smores' & a fun game of corn hole, comfortable beds w/ luxury linens, high speed Wi-Fi, smart TVs & more! BOOK today for an AMAZING stay!

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...