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Fort Myers Vacation Rentals with Private Pool

(29 rentals)
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

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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$125
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 4 Bedrooms, 2.5 Baths, (Sleeps 8) Just minutes from SW Florida's award-winning beaches, shopping, dining, golf and professional baseball you will find the gated golf community of Crown Colony. As a seasonal guest, you will have access to the clubhouse and other desired amenities including...

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$189
avg per night
Fort Myers Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Whiskey Palms welcomes you and your loved ones to the ultimate Southwest Florida retreat. This captivating pool home is in the heart of South Fort Myers located in the desirable and secluded Whiskey creek neighborhood, where beaches, shopping malls, restaurants, and numerous gulf activities are...

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$337
avg per night
Fort Myers Estate
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers,...

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Featured review

"Fantastic House and Location"

We stayed at Villa Rose for 6 nights. Not only is the home beautiful, it was sparkling clean, safe, and had everything we needed, especially since we cook a lot. The location was perfect for two teenage...

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$688
avg per night
Fort Myers House
Sleeps 12, 5 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

PLEASE NOTE CHRISTMAS, New Year, March 2026 dates are already not available!Daily rate per night - $700 Monthly rates off season 2026 - $9000. Monthly rates season 2026 - $15000. 1-time cleaning fee applies to all reservations $400. Monthly cleaning fee is $600. 11.5% Fl Taxes applies to all...

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$540
avg per night

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Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 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

"Spectacular"

My name is Rick Skittels just want to take an opportunity to leave a review on a spectacular clean condo at 18252 Creekside Preserve Loop I’ve been staying with Chris for the last four years and this...

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$239
avg per night
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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$229
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Sanibel Lighthouse Beach

Key Amenities

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

About this property

*Discounted Holiday 2025 Rates!* 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,...

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$219
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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$126
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 recently remodeled kitchen, granite counters and back splashes, cherry wood cabinets, roll out shelves, coffered ceiling with recessed lighting, crown molding, newer appliances. Raised panel doors, all windows have...

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$241
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Clean fully furnished upscale 3 bedrooms in main house + 1 bedroom in separate casita(cabana).Ceramic & hardwood floors throughout - no carpet!!Fully stocked with kitchen dishes, cutlery, glasses, pots & pans. 2 fridges, LG front load washer & dryer, 2 TV’s with cable.Crib,...

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$217
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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Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This recently renovated 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! Plenty of room...

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Featured review

"Excellent home and host"

My wife and I stayed for the month of March 2025. We found the home to be clean, modern and well appointed. The pool/lanai area is perfect for relaxing outdoors.Many good restaurants/bars from basic...

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$277
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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$148
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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$362
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Book the month of JANUARY now through the end of November and recieve a $500 credit upon check-in. (This offer is valid for this property and for the month of January 2026 only.)Nestled in a quiet enclave of newly constructed homes and attached villas you will...

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$212
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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$283
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) 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...

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$163
avg per night
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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$86
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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$1,618
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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$263
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Welcome to Southwest Florida - the area beaches are open for your enjoyment!Privacy and seclusion abound is this desirable south Fort Myers home. Perfect for families, the outdoor living space will delight you! Surrounded by tropical foliage on all sides, you...

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$259
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 4 Bedrooms, 2.0 Baths, (Sleeps 8) 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...

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$439
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 2 Bedrooms, 2.0 Baths, (Sleeps 6) 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...

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$200
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

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

"BEAUTIFUL CONDO WITH EVERYTHING YOU WOULD NEED! ***"

Beautifully decorated condo, location is excellent and the facility is great!The condo has plenty of towels, kitchenware, kitchen utensils, bedding, beach chairs etc for a very lovely stay. You have...

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$124
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 4 Bedrooms, 3.5 Baths, (Sleeps 11) Experience the most beautiful sunsets you could ever hope for - with scenic waterfront views of the Caloosahatchee River from every vantage point, both inside and out, this stunning vacation home is nothing short of a dream.Revel in the distinctly designed...

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$1,067
avg per night
Fort Myers House
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

The house, officially registered under FMB Reg 19-1316, is located at the northern end of the Island, just a leisurely 3-5 minute stroll to Public Beach Access No. 27 at the end of Mango street, providing easy access to the white-sand beach of the Gulf of Mexico. Its lush landscaping and a fully equipped...

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Featured review

"Great location!"

The house is located on a quiet street...great for sleeping! On the flip side it is close to restaurants...all within walking distance. If you don't feel like walking you can always take the free tram...

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$532
avg per night
New
Fort Myers Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Experience resort- style living in this beautifully maintained 1-bedroom, 1-bath condo located in the prestigious Landings Yaught, Golf & Tennis Club. With 1000 feet of spacious living and breathtaking waterfront views, this home offers the perfect blend of comfort and luxury and a lifestyle packed...

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$104
avg per night
New
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) 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...

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$293
avg per night
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