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

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Latitude Adjustment
Boating, fishing, and manatee lover's welcome! This waterfront paradise is located on the Caloosahatchee River and offers direct gulf access, a private boat dock with two lifts, large, heated pool, and a waterfront tiki bar with an outside kitchen and grill. Inside, large sliding glass doors bathe your living area in natural light and immerse you in beautiful waterfront views. The perfect rental whether you want to spend a vacation on the water or just enjoy all the home’s fabulous amenities.

Huge Sale! Pingpong+Beach Gear+5 min to Downtown
-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

Whole cozy house for group of 5
If you planning to have a party or an event, this place is NOT FOR YOU. This is a peaceful place to stay. If you planning to have a party or an event, this place is NOT FOR YOU. The neighbors are very strict about noise and large groups of people. A very clean place with most of the amenities. Beautiful 3 Bedroom Home with Newer Oversized Salt Water Pool with Electric Heater, Large Lanai area with plenty of room for entertaining. There is not dishwasher machine and no garbage disposal.

Colorful condo with heated pool and private WiFi
We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

Riverside Retreat, "Views to Live By"-Pool
Come Relax at "Views to Live By," with HEATED POOL, your home away from home. Surrounded by fresh air, sun, tropical palms, & water views of mangroves with egrets & ibis birds landing for the night as they sing their night settling song. Located on a big Canal that leads to the Caloosahatchee River, flowing out to the Gulf of Mexico. We've taken pride in ourselves to make sure you feel at home & relax while you're on vacation. Bring the whole family & be our guests with lots of sun-n-fun.

Garden Villa
Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

Gone Coastal!! Spa+Heated Pool Amenities Galore!
This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Waterfront "Casa del Lago" Private Pool & Jacuzzi
Welcome to your dream vacation home in sunny Florida! This luxurious retreat offers a spacious 4BR/3BA Cape Coral waterfront villa for 8 with a private pool, hot tub, chef’s kitchen, free parking, pet-friendly policy, and reliable Wi‑Fi—perfect for families, couples, business travelers, and remote workers. Casa del Lago is a luxurious waterfront getaway designed for those who seek both relaxation and indulgence.

Casa Capri | Heated Pool | No Service Fee
Escape to Luxury! We've got you covered - no service fees! Discover our 5-star Cape Coral retreat: high-speed WiFi, smart TVs, premium bedding, and more. Unwind in style and serenity. Your peaceful haven awaits! Nestled in the heart of Cape Coral, our meticulously designed space promises an unforgettable stay for the discerning traveler. Relax with the whole family at this peaceful place to stay.
Popular amenities for Fort Myers Shores rentals with a pool
House rentals with a pool

Brandnew Villa - pool & spa at canal south facing

Pool | Playground | Foosball, PingPong Table &more

Luxury contemporary hidden gem

Paradise Found

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Boater’s Paradise-Stunning Sunsets! Games Room!

Free Heated Pool! Mins from Beach! Private Oasis!

Sky Villa
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

Gulf Views & Sunsets | Estero Beach Tennis 206C

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Bonita Beach and Tennis 5807

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
Other vacation rentals with a pool

Villa Poolside Paradise: Unwind in Tropical Style!

SuperHost Condo

Coral Luxe Villa | Pool | Bar | Games | BBQ | Golf

Private fenced backyard. Fun heated pool.

3bed-3bath oasis w/ lake view

Sunny Pool Beach/Island Escape in Comfy Canal Home

Renovated modern home with Big pool & Ocean access

The Fam Sweet Home
Quick stats about vacation rentals with a pool in Fort Myers Shores
Total rentals
20 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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