
Vacation rentals with a pool in Johns Pass
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Top-rated rentals with a pool in Johns Pass
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beach, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

40ft Floating Bungalow with Resort Perks
Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Family Friendly Beach Cottage in Madeira Beach, FL
Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Heated Pool l BBQ | Karaoke | Outdoor Projector
✨ Welcome to Your Stylish Florida Escape — Heated Pool, Resort Vibes, and Endless Entertainment✨ Lovingly designed St. Pete retreat crafted for comfort and connection. Enjoy a private pool, cozy firepit, outdoor movie theater, pool table, and karaoke machine for endless fun. Sip tropical drinks from the margarita maker and unwind in luxurious rain showers. With stylish décor, a fully equipped kitchen, and a coffee/tea bar, every detail was thoughtfully created to make you feel right at home.

Panoramic Summer Sunsets I Beachfront Condo + Pool
✨ Summer Dates Just Released! 🏖️ Welcome to The Tweet Retreat—a true beachfront sanctuary with a one-of-a-kind layout. What once was the building's original owner's penthouse is now a standalone gem with no shared walls, offering a level of peace rarely found on the beach. Experience authentic Old Florida charm with panoramic views of TI's renowned sunsets, direct beach access and a sparkling pool. Park once and enjoy—everything you need is just steps away in the heart of Treasure Island!

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

Luxury Home N/Heated Pool/Rooftop/Steps to Beach
New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome with heated salt water POOL located near a canal and the gulf just two blocks from the beach. Please note the pool is shared with the other side of the duplex. You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to the beach, restaurants, and volleyball. Close to Johns Pass, 2 miles. Please ask for the golf cart availability and a fee.

1Q Pet Friendly Studio / Heated Pool Access
*Must be 21(Unit is across the street from the beach. There is not a beach view from this unit. Resort Amenities are just across the street.). *1 Pet Max $50.00 Clean Simple Unit Nothing Fancy . Stainless Full size refrigerator , TV, Microwave, Coffee Maker, Iron and Board & Hair Dryer Just steps from the beach with access to resort Amenities including heated pool, hot tub and lagoon pool.Coin operated Washer/ Dryer and Outdoor Grilling Area available. Unit is ground floor.

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Penthouse,intercoastal, 3/3 views/heated pool
This stylish place to stay is perfect for group trips. Brand New Luxury Madeira Beach Penthouse With Heated Pool 4 floors up with partial beach and intercoastal views, all on a level floor plan 4 stories up with elevator access! Enjoy the comforts of new unit with modern appliances and fixtures in this 3/3 that bolsters a king master bedroom, two guest queen bedrooms all with in suite full bathrooms.
Popular amenities for Johns Pass rentals with a pool
House rentals with a pool

Private Pool + Game Room | 12 min to Indian Rocks

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Ocean Dreaming: Waterfront Home with Heated Pool,

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Swim-Out Bedrooms, Waterfall pool, Peace Place

Stunning Lakefront-King bed - 10 min to beaches
Condo rentals with a pool

COASTAL CHIC! Luxury Apartment with Oceanviews

Lux Condo w/ 2 balconies, Ocean & Marina views

Waterside Studio in the heart of TI, walk to beach

Updated Condo-Heated Pool-Private Balcony

Beachfront building across from Johns Pass Village

Waterfront Condo With Pool and Multiple Views!

Perfect Ocean Sunset view Madeira Beach/Johns Pass

~Shore Thing~ Coastal Exquisite Waterfront Condo
Other vacation rentals with a pool

Location, Comfort & Indulgence is key here!

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Sunsets! Waterview Balcony, Hot Tub & Heated Pool

Luxury Pool House

White Sand Beachfront Condo with Stunning Sunsets

St Pete Isla Bahia Vista 14-562 2/2 Amazing View!

Beach Cottages Ocean & Pool View Condo!

The Aqua Oasis-Heated Pool Free!
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
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- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Busch Gardens
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