Holiday rentals with a pool in Fort Myers

Lanai Pool Home w/ Spillover Spa Near Beaches

Welcome to Sunseeker, your private Florida escape designed for relaxation, sunshine, and unforgettable moments. This spacious home offers the perfect blend of comfort and coastal charm, featuring a heated saltwater pool and spillover spa inside a fully enclosed lanai—ideal for enjoying warm days, sunset cocktails, and peaceful evenings by the water. Whether you're lounging poolside, grilling on the patio, or watching local wildlife like herons and otters pass by, every moment here feels like a getaway. Inside, you’ll find inviting living spaces designed for both connection and comfort. With multiple living areas, a fully equipped kitchen, and a dedicated office space, Sunseeker is perfect for families, groups, or remote work stays. The home comfortably accommodates up to 8 guests, making it a great choice for beach vacations, winter escapes, or extended stays. One of the home’s unique touches is its seasonal fruit trees, where you may enjoy fresh oranges or mangos right from the yard—adding a true taste of Florida to your stay. Conveniently located near top Southwest Florida attractions, you’re just minutes from beaches, dining, and entertainment while still enjoying a peaceful, private setting. Quick Highlights: - Heated saltwater pool with spillover spa - Fully enclosed lanai for year-round enjoyment - Spacious home with multiple living areas - Sleeps up to 8 guests comfortably - Fully equipped kitchen for home-cooked meals - Private den/office for remote work - Outdoor grill and patio seating - Peaceful water views with local wildlife sightings - Seasonal fruit trees (oranges & mangos) - Quiet neighborhood on over half an acre - Close to beaches, dining, and local attractions Sunseeker is perfectly situated for exploring the best of the area, including nearby beaches, island getaways, and vibrant downtown experiences. Whether you're here for sun-soaked beach days, boating adventures, or relaxing poolside, this home offers the ideal home base. Things to Know: - Maximum parking for 2 vehicles - Beach gear and baby items are not guaranteed but may be available upon arrival - Furniture and décor may vary slightly from listing photos - The property is located in an area that may have ongoing construction due to recent hurricane recovery efforts - Possible impacts include noise, nearby projects, or increased traffic - Construction conditions are outside of host control and not eligible for refunds or compensation If you're looking for a relaxing Florida vacation rental with a private pool, great location, and plenty of space to unwind, Sunseeker is ready to welcome you.

Family · Location · Bathroom

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

Value · Location · Check-in

Mini Golf • Heated Pool • Near Beach Prime

Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

Location · Family · Barbecue

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Family · Value · Nearby

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Location · Family · Bathroom

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Value · Location · Layout

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Family · Value · Bathroom

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

Value · Family · Pool

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Value · Location · Decor

Luxury Riverfront Estate & Pool

Your Property This spacious waterfront home features a bright open floor plan with expansive water views throughout the main living areas. Guests can enjoy a fully equipped chef’s kitchen, large dining area, comfortable living room, private pool, dock, outdoor entertainment spaces, and a dedicated game room. The home was thoughtfully designed to maximize the waterfront setting, with large windows showcasing beautiful bay views from sunrise to sunset.

Accuracy · Hospitality · Access

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

Step inside this beautifully maintained, canal-front four-bedroom retreat, perfect for relaxing or entertaining. Enjoy a private, landscaped pool and spa with evening lighting, plus a dock for boating and fishing. Inside features include a fully stocked kitchen, spacious living and dining areas, high speed Wi-Fi, and fresh linens and towels. Ideal for families, boaters (boats can be stored at the seawall - not on the lift), and entertainers.

Family · Location · Hot tub

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.

Value · Location · Cleanliness