Luxury Vacation Rentals with a Private Pool in Fort Myers

Luxury Vacation Rentals with a Private Pool in Fort Myers

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 146 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Fort Myers

Sea Breeze Oasis - 1557 Braeburn Road property photo 1

Sea Breeze Oasis - 1557 Braeburn Road

4 bedrooms•4 baths
2,084 US dollars for 7 nights•
New

~$185 less than other sites

Villa Palm Tree Paradise, Cape Coral property photo 1

Villa Palm Tree Paradise, Cape Coral

3 bedrooms•2 baths
1,181 US dollars for 4 nights•
New

~$100 less than other sites

Villa Manhattan, Cape Coral property photo 1

Villa Manhattan, Cape Coral

3 bedrooms•2 baths
1,359 US dollars for 4 nights•
New

~$120 less than other sites

Villa Island Sunset, Ft. Myers property photo 1

Villa Island Sunset, Ft. Myers

3 bedrooms•3 baths
1,333 US dollars for 4 nights•
New

~$115 less than other sites

Villa Gold Coast, Cape Coral property photo 1

Villa Gold Coast, Cape Coral

3 bedrooms•2 baths
1,338 US dollars for 4 nights•
New

~$105 less than other sites

Villa Dolphins Paradise, Cape Coral property photo 1

Villa Dolphins Paradise, Cape Coral

4 bedrooms•2.5 baths
1,580 US dollars for 6 nights•
New

~$140 less than other sites

Villa Dock Holiday, Cape Coral property photo 1

Villa Dock Holiday, Cape Coral

4 bedrooms•2 baths
1,420 US dollars for 4 nights•
New

~$125 less than other sites

Villa Avalon, Cape Coral property photo 1

Villa Avalon, Cape Coral

4 bedrooms•3 baths
1,293 US dollars for 4 nights•
New

~$110 less than other sites

Welcome to private poolside luxury in Fort Myers

Welcome to private poolside luxury in Fort Myers

Make the most of Southwest Florida sunshine with our collection of luxury private pool vacation rentals in Fort Myers. Each residence is a beautifully designed, professionally operated escape where the photos match reality, the water is crystal clear, and your private pool is always just steps away.
Expect expansive poolside lounges, covered outdoor seating, and light-filled interiors crafted for effortless downtime or focused work. Hotel-grade details come standard, including ultra fast WiFi, pristine cleaning, and 24/7 concierge support. Book with confidence and enjoy the rare combination of a private pool and a polished, high-end stay that makes every moment feel easy and elevated.

Available soon in Fort Myers

Fort Myers Lakefront property photo 1

Fort Myers Lakefront

4 bedrooms•2 baths
1,038 US dollars for 3 nights•

~$75 less than other sites

Top waterfront villa with gulf access property photo 1

Top waterfront villa with gulf access

4 bedrooms•3 baths
1,135 US dollars for 5 nights•

~$90 less than other sites

Comfort on the H2O, Cape Coral property photo 1

Comfort on the H2O, Cape Coral

4 bedrooms•2 baths
987 US dollars for 3 nights•
New

~$85 less than other sites

Cape Coral Dream Home – Pool, Games & Mini Golf property photo 1

Cape Coral Dream Home – Pool, Games & Mini Golf

3 bedrooms•3 baths
541 US dollars for 1 night•

~$40 less than other sites

Villa Seacrest Cottage, Cape Coral property photo 1

Villa Seacrest Cottage, Cape Coral

4 bedrooms•3 baths
1,113 US dollars for 3 nights•
New

~$95 less than other sites

Flamingo Island property photo 1

Flamingo Island

4 bedrooms•3 baths
1,426 US dollars for 5 nights•

~$120 less than other sites

Villa Piper's Paradise, Cape Coral property photo 1

Villa Piper's Paradise, Cape Coral

3 bedrooms•2 baths
965 US dollars for 3 nights•
New

~$75 less than other sites

Villa Grill N' Chill, Cape Coral property photo 1

Villa Grill N' Chill, Cape Coral

3 bedrooms•2 baths
1,039 US dollars for 3 nights•
New

~$90 less than other sites

Featured private pool vacation rentals in Fort Myers

FMB - Beach Breeze - 3122 Estero Blvd property photo 1

FMB - Beach Breeze - 3122 Estero Blvd

4 bedrooms•5 baths
7,106 US dollars for 5 nights•
New

~$625 less than other sites

FMB - Manatee Hideaway - 3891 Bayside Road property photo 1
Luxury

FMB - Manatee Hideaway - 3891 Bayside Road

6 bedrooms•6 baths
7,447 US dollars for 5 nights•
New

~$660 less than other sites

3132/3134 Curious Tides Gulf-Front Estate: Private Pools, S property photo 1

3132/3134 Curious Tides Gulf-Front Estate: Private Pools, S

10 bedrooms•9 baths
6,412 US dollars for 3 nights•
New

~$565 less than other sites

FMB - Summer Wind - 209 Virginia Ave property photo 1
Luxury

FMB - Summer Wind - 209 Virginia Ave

6 bedrooms•5 baths
6,643 US dollars for 4 nights•
New

~$525 less than other sites

Highlights in Fort Myers

Discover a sun-drenched paradise of historic estates, pristine sandy beaches, and vibrant wildlife encounters along Florida's scenic Gulf Coast.
Edison & Ford Winter Estates
Fort Myers Beach
Six Mile Cypress Slough Preserve
Manatee Park
Lakes Regional Park
IMAG History & Science Center

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Fort Myers

Sea Breeze Oasis - 1557 Braeburn Road property photo 1

Sea Breeze Oasis - 1557 Braeburn Road

4 bedrooms•4 baths
2,084 US dollars for 7 nights•
New

~$185 less than other sites

Villa Palm Tree Paradise, Cape Coral property photo 1

Villa Palm Tree Paradise, Cape Coral

3 bedrooms•2 baths
1,181 US dollars for 4 nights•
New

~$100 less than other sites

Villa Manhattan, Cape Coral property photo 1

Villa Manhattan, Cape Coral

3 bedrooms•2 baths
1,359 US dollars for 4 nights•
New

~$120 less than other sites

Villa Island Sunset, Ft. Myers property photo 1

Villa Island Sunset, Ft. Myers

3 bedrooms•3 baths
1,333 US dollars for 4 nights•
New

~$115 less than other sites

Villa Gold Coast, Cape Coral property photo 1

Villa Gold Coast, Cape Coral

3 bedrooms•2 baths
1,338 US dollars for 4 nights•
New

~$105 less than other sites

Villa Dolphins Paradise, Cape Coral property photo 1

Villa Dolphins Paradise, Cape Coral

4 bedrooms•2.5 baths
1,580 US dollars for 6 nights•
New

~$140 less than other sites

Villa Dock Holiday, Cape Coral property photo 1

Villa Dock Holiday, Cape Coral

4 bedrooms•2 baths
1,420 US dollars for 4 nights•
New

~$125 less than other sites

Villa Avalon, Cape Coral property photo 1

Villa Avalon, Cape Coral

4 bedrooms•3 baths
1,293 US dollars for 4 nights•
New

~$110 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Fort Myers

Outdoor pool (142)
Heated pool (131)
Jacuzzi (69)
Hot tub (69)
Waterfront (97)
Ev charger (5)
Boat dock (9)
Ocean view (3)
Beach access (43)
Kayaks (4)
Sauna (1)
Gym (7)
Sound system (16)
Beach essentials (12)
Bicycle (5)
Bbq area (125)

More popular private pool destinations near Fort Myers

Private pool vacation rentals in Fort Myers Beach
Private pool vacation rentals in Cape Coral
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Private pool vacation rentals in Siesta Key
Private pool vacation rentals in Bradenton Beach

Other popular amenities & vacation types in Fort Myers

Family vacation rentals in Fort Myers
Pet-friendly vacation rentals in Fort Myers
Hot tub vacation rentals in Fort Myers
Discover more beyond the pool in Fort Myers

Discover more beyond the pool in Fort Myers

Fort Myers blends coastal calm with a lively Gulf-side rhythm. Mornings glow over the Caloosahatchee River, afternoons unfold on powder-soft beaches, and evenings close with vivid sunsets that linger on the horizon. Nearby islands, mangrove trails, and gentle waterways set a relaxed pace that feels tailor-made for unhurried days.
Boutique stops in the River District, seasonal festivals, and a flourishing arts scene add texture to each visit, while balmy winters and breezy summers keep the outdoors in play year-round. With convenient access through RSW and a welcoming coastal spirit, this is a destination that keeps you coming back. It is why Wander’s luxury private pool vacation rentals in Fort Myers are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Fort Myers

Why should I book a Wander in Fort Myers over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Fort Myers delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Fort Myers?

Some of our most popular private pool vacation rentals in Fort Myers include Sea Breeze Oasis - 1557 Braeburn Road, Villa Palm Tree Paradise, Cape Coral, and Villa Manhattan, Cape Coral. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Fort Myers?

Wander offers 146 private pool vacation rentals in Fort Myers, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Fort Myers?

You can check-in to Wander private pool vacation rentals in Fort Myers after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Fort Myers have WiFi access?

Yes. Every Wander home in Fort Myers has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.