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Fort Myers Vacation Rentals with Private Pool

(27 rentals)
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Moorings Point is situated in a key location off North Key Drive in North Fort Myers Florida adjacent to the newly planned Marriott-residence communty, Triton81.This gorgeous top-floor condo available in Moorings Point located at the end of N. Key Drive, boasts a fabulous view of the Caloosahatchee...

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$150
avg per night
Fort Myers Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Come experience paradise.Luxury living in the prestigious gated community of Esplanade Lake Club. Fully furnished and tastefully decorated 2 bedroom + den, 2 bath, 2 car garage, lanai with private pool and grill. Located on the canal. Renters will have a wide range of amenities including a resort...

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$126
avg per night
Fort Myers House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Remodeled pool home 3 miles from Fort Myers Beach/Sanabel. Everything NEW. Great area close to stores and entertainment and only 20 minutes to RSW airport.

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Featured review

"Amazing Stay!"

We had the best week at Miss Juanita! Jim was a great host! The house was clean, comfortable, and had a heated pool that was the perfect size for our family. All of the doors that opened to the pool had...

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$198
avg per night
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to 12

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

This adorable 2/2 SW FLorida Townhouse has 4 sets of sliding glass doors to let natural light in throughout. A brand newly constructed Juliet balcony off of each bedroom (both upstairs). The townhouse is in a quad building, back side along a walk/bike path… is conveniently located and close...

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$89
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This recently renovated single family canal home is located just minutes from Fort Myers Beach and Sanibel Island. Located on a deep water canal just off the Caloosahatchee River in Iona, this open floor plan home has a custom heated pool and a large boat dock, Bring your boat and tie up at the pier!...

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Featured review

"Life of Ease"

Beautiful renovated single story home listed as a 2 bedroom yet the room of a much larger house. Heated pool and boat dock right off back sliding doors along with view of the canal that boasts fish and...

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$200
avg per night

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Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your Fort Myers home away from home! This beautiful and modern 3-bedroom, 2-bathroom condo spans 1,905 sq. ft. and is situated in a gated community just two years old. Perfect for long-term stays (30+ nights), it comfortably sleeps up to six guests with a king bed in the master suite and two...

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Featured review

"Beautiful condo"

We stayed at Chris’ condo for the month of March 2026. The condo was spacious and accommodated our family and dog perfectly. The community was the perfect size and all the residents we met were friendly...

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$200
avg per night
New
Fort Myers House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Make Moments Matter at OceanTimes — a waterfront home built for big groups. OceanTimes is a 5-bedroom, 4-bath waterfront retreat that comfortably sleeps 14 — the rare Fort Myers rental with the space and the water access to keep a whole crew together. Out back you've got 150 feet of...

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Bunche Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect coastal escape!This beautifully updated 2-bedroom, 2-bathroom second-floor condo is located in the desirable, gated community of Sanibel View, offering serene views of the Bunche Beach Preserve from the private screened lanai.Ideally situated between Sanibel Island and...

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Featured review

"I will be back!"

We had a wonderful time in Fort Myers! Im so glad we spent the money and rented this unit. It is so fun and beachy, it was just the vacation vibe we needed! It was the cleanest rental we have ever stayed...

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$103
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Sanibel Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Property Overview - Another piece of paradise in sought after Punta Rassa. Open concept, completely remodeled in 2026, master bath, guest bath, and kitchen, new tile throughout the unit, new electric and water lines, newer appliances. Raised panel doors, all windows have impact glass. The lanai with the...

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$250
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Sanibel Lighthouse Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect getaway in beautiful Fort Myers! This spacious 4-bedroom, 2-bathroom home is nestled in the desirable Whiskey Creek neighborhood, just minutes from the white sandy beaches and the vibrant downtown area. Located in a peaceful golf course community, you'll enjoy the best of...

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Featured review

"A wonderful vacation home : )"

My husband and I rented Alyssa’s beautiful Whisky Creek home for the month of February. We really enjoyed every aspect of our stay. The home was very clean and the layout super functional, especially...

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$179
avg per night
Special Offer
Fort Myers Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The villa is in a gated community and has 4 bedrooms, 2 queen size bed rooms, one is a master bedroom with a large walk in closet and en-suite with large Roman bath, two washbasins, cupboards underneath and a separate shower unit. The other queen bedroom shares the family bathroom with 2 twin bedded...

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Featured review

"Amazing stay!"

We spent 10 wonderful days in this villa. Lots of space and rooms, we were only 4 and we will come back with more family or friends for sure. You can find everything you need and more, very well cleaned...

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$134
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful single family home in always sunny Fort Myers! Conveniently located 5 miles from Fort Myers Beach and Sanibel Island, 25 minutes from Fort Myers airport and within minutes to grocery, pharmacy and Lee health hospital. This beautiful, four bedroom, two bathroom home has its own swimming...

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Featured review

"Little bit of paradise"

We stayed here and loved every minute. We ate breakfast everyday on the covered lanai with beautiful Lakeview. So relaxing. Owners were so responsive to questions. Home is clean with upscale amenities...

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$311
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gated Quiet Community Discover the perfect blend of comfort and style in this beautifully updated 2-bedroom, 1-bathroom condo for rent in centrally located Fort Myers. Step into a modern oasis with sleek finishes and a fully equipped kitchen. This condo offers a cozy retreat while being just moments...

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$60
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Premium lake front & located on a QUAD. This impeccably maintained Santa Monica floor plan features 2 bedrooms, 3 bathrooms, dramatic volume ceilings, tastefully selected upgrades and a spacious lanai. Tile throughout lower levels. 2 brand new bathrooms updated in 2024. Built in 2015 & steps...

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$117
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Some vacation homes simply provide a place to stay. Others become the destination itself.Perfectly positioned along the Caloosahatchee River, this extraordinary four-bedroom estate invites you to slow down, reconnect, and experience Southwest Florida from a setting that feels both exclusive and spectacular....

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$867
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tucked away beneath towering palms and surrounded by lush tropical greenery, this hidden South Fort Myers retreat feels worlds away from the crowds — yet beaches, restaurants, shopping, and entertainment are all just minutes from your doorstep. If you’ve been searching for a vacation home...

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$202
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This beautiful, newly decorated with high-end furnishings and dressed with tropical touches, a 1st floor condo is in a secure gated community in one of the most sought after locations in Fort Myers.Enjoy the comforts of this spacious over 1500 sq/ft of living space, with 9- foot crown moulded ceilings...

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Featured review

"Tortuga"

Great Pool and friendly neighbors. Convenient to Sanibel, Fort Myers, and Cape Coral beaches. Lots of restaurants and churches in the area.

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$90
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful townhouse overlooking 15th fairway/pond at Gateway CC-Hidden Links gated community. 12 ft ceilings surrounded by huge lanai with golf course/water view. Beautifully furnished turnkey….Unit available $5000/mos winter months-minimum 90 day lease

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Featured review

"Tenant's Review"

Sorry to hear that owner does not allow pets due to allergies.Unfortunately no golf or country club access.Very beautiful home with friendly owners neighbors.

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$117
avg per night
Fort Myers House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Spend your vacation enjoying luxury living at the prestigious Somerset at The Plantation gated community. This stunning pool and spa home offers a rear west-facing orientation, capturing breathtaking sunsets and natural light. Enjoy year-round comfort with a heated pool and spa, and relax in the expansive...

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Featured review

"Very nice home"

We throughly enjoyed our visit. The home was very clean and well stocked with kitchen ware, bath towels, etc. The heated pool area was very nice and the open view in the liani facing the pond and fountain...

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Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The area beaches are open for your enjoyment!There's a beautiful, quiet, still secret to many neighborhood in South Fort Myers, known as Iona. Surrounded by lush foliage, with space to roam, you feel as if you're peacefully living in the country but are just about a 5-10 minute drive to...

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Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Condo is located on the lake. Condo It is 4 Miles from Ft Myers Beach/ Sanibel/Captiva. It is 1/4 mile from Lakes Park with walking and biking paths. The community has 2 Pools with Whirlpools and Sauna. It has Tennis courts and pickleball courts. Close to all amenities many stores and restaurants. 1...

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$73
avg per night
New
Fort Myers House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 13 miles to Bonita Beach or Fort Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This home away from home with luxury pool and hot tub, is in a quiet gated community that boasts 3 inviting bedrooms (all with ensuite baths), including 1 king bed and 2 queen beds, with 4 bathrooms in total. The tremendous space and cozy atmosphere make it a perfect retreat in beautiful South West Florida....

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$260
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your Southwest Florida retreat in the highly acclaimed, award-winning, gated Miromar Lakes community. Once you arrive, it won't take you long to realize the accolades are all well-desereved! This well-maintained 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living...

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$305
avg per night
Fort Myers House
Sleeps 5, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to 3108 Royal Gardens Ave, your gateway to an expansive 4-bedroom, 2-bathroom retreat nestled in the coveted Fort Myers, FL. This residence is designed to immerse you in a perfect blend of serenity, entertainment, and breathtaking views, promising an extraordinary living experience.Step inside...

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Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

In the heart of South Fort Myers, you'll find the highly desired gated community of Reflection Lakes. The community is situated on over 300 acres with 10 lakes, preserves, and close access to one of the jewels of our area, Lakes Park. The sidewalk-lined streets make evening walks easy and enjoyable....

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Featured review

"Fabulous villa! Highly recommend a visit."

This villa was great. We had a fabulous time! The pictures are true, the home looks as pictured. Very well stocked kitchen, one of the best we’ve stayed at. Location is very central, easy 20-25 minutes...

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$127
avg per night
Fort Myers House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our family home! Spacious home for a family of 10. The home is equipped with kitchen appliances, utensils, and starter toiletries. A four bedroom home, 7 beds and 2 and a half baths. Pool is ready to enjoy, but children must ALWAYS be under adult supervision. Entertainment in the home includes...

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$271
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Close to Southwest Florida's award winning beaches, abundant shopping, and diverse dining options you'll find a quiet little enclave of 72 homes in a peaceful, gated community called Colonial Pointe. Within the community this spacious vacation rental is ready to host your and your group of up...

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