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iTrip Fort Myers + SWF Vacation Rentals

iTrip Fort Myers + SWF Vacation Rentals

Member since 2023
91 rentals
33 reviews
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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands...

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$116
avg per night
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 Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

R260094The VIBE is back on Fort Myers Beach!Our beautiful Gulf Coast beaches have been renourished and are open & ready for your next beach adventure at The Gullwing Resort!We invite you to plan your next beach adventure at the resort in this homelike vacation rental. Enjoy swimming in...

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Featured review

"Better than Expected"

We had a fabulous trip to Bradenton Beach and the townhome was awesome. Ocean views and a two minute walk from doorstep to the water. I was hesitant about the property management based on past reviews but...

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$329
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our beautiful Bonita Beach community continues to recover from recent hurricanes, and while some areas of the complex are still being refreshed, the beaches are once again stunning and easily accessible just across the street. The Gulf sparkles, the sunsets are spectacular, and the relaxed coastal atmosphere...

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Featured review

"Beach Get Away"

We wanted a few days on the beach and this rental fulfilled this requirement. It is just across the road from Barefoot Beach.

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$126
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This vacation getaway is nothing short of wonderful!From your corner lanai you can sit and watch boat traffic passing in and out of the Gulf access canal between the Bay and local marina; step out and walk down to the paved walkway along the seawall and enjoy sightings of dolphin and manatees playing...

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$141
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

STR # R260356The Bay Village Condominium is still doing some minor post hurricane repair work on the common areas to include the Sauna. As a result, the condo HOA is requiring all owners, guests & renters to sign a construction disclaimer/waiver prior to occupancy. Management will send a copy...

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$128
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The beautiful Gulf Coast beaches are open, and Boardwalk Caper has re-opened and ready for occupancy. The new pool, patio and grill area area, fitness center, community room and the beautiful new waterfront boardwalk are completed and ready for your enjoyment. The tennis & pickleball courts are closed...

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Featured review

"21600 indian bayou right side"

Overall the place was great. The only complaints that I have are the sliding doors not being operable and the supplied bikes were not functional.

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$143
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in a quiet enclave of newly constructed homes and attached villas you will find the gated community of Venetian Pointe. Just minutes from SW Florida's award winning beaches, shopping, dining, golf and professional baseball - you'll be secluded from the hustle and bustle, but close enough...

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$157
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A luxurious water-lovers vacation awaits you in this stunning vacation home in the highly desired SW corner of Cape Coral. Nestled in a pristine waterfront neighborhood along one of the Cape's many of canals, this dream home is designed with a distinctive modern aesthetic. No detail has been overlooked...

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$365
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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Featured review

"Almost perfect"

The condo was seemingly brand new with new appliances, stocked kitchen and best of all MAGNIFICENT VIEWS!More than I anticipated.However, the building itself is a construction site, which I was...

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$172
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Our Gulf Coast beaches have reopened and we invite you to plan your next Fort Myers beach beach adventure at Estero Beach Villas!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once did, the sun continues...

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$309
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just minutes from the bridge to Fort Myers Beach in one direction and the Sanibel Causeway in the other, you'll find the active gated community of Cinnamon Cove - a delightful enclave of condos, villas and terraced homes in the heart of South Fort Myers. Within easy distance of restaurants, retail...

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$128
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

RR-002362-2026Welcome to Cape Coral FloridaDistinguishly designed, decorated and furnished, no detail has been overlooked in creating this dream vacation home in the up-and-coming Northwest Cape Coral area. From the moment you open the grand double glass front doors, and view the beautifully...

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$294
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Looking for a great spot to rent a boat, moor it along your own private dock, relax with friends and family while enjoying the best of Southwest Florida? We think you just found it!"Bella Gloriana" is located along the beautiful Gloriana Canal, before you know it you will be on the Caloosahatchee...

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$116
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The beautiful Gulf Coast beaches are open, and Boardwalk Caper has re-opened and ready for occupancy. The new pool, patio and grill area, fitness center, community room and the beautiful new waterfront boardwalk are completed and ready for your enjoyment. The tennis & pickleball courts are closed...

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$186
avg per night
New
Cape Coral House
Sleeps 9, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Slip into vacation mode the moment you arrive!Welcome to your private Southwest Cape Coral backyard oasis, where laid-back luxury and sunshine steal the show. From the moment you arrive, this home invites you to slow down, settle in, and savor an elevated Florida lifestyle.With over 1,800 sq...

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$266
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Treat yourself to the ultimate country club lifestyle during your time in Southwest Florida!This beautiful 2nd floor condo with 2 bedrooms, 2 baths and a den is located in one of Fort Myers' most desired communities. Colonial Country Club is a 750-acre gated, golf course community, with eight...

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$131
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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Featured review

"Nice view, nice amenities"

The location being on the south end of estero is quiet and convenient to Bonita beach and Naples. The unit was clean and had all of the necessities. You can walk to lovers key beach but is about a mile....

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$141
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate waterfront lifestyle in this beautifully remodeled Cape Coral home. With modern upscale finishes, an intentionally curated design, and a seamless indoor-outdoor flow, it’s the perfect retreat for relaxing, and enjoying the best of Florida living. Step outside on your lanai...

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$287
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come vacation in the highly desirable Savona neighborhood in SE Cape Coral - on a wide Gulf access canal just minutes from the Caloosahatchee River - in a beautifully remodeled home that looks like it belongs in an interior design magazine spread!With almost 1,800 square feet of meticulously designed...

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Featured review

"Loved this awesome home!"

We loved this property. It was our first time visiting and the home was so beautiful and welcoming. We actually want to visit again. Our husbands enjoyed fishing off the dock as we swam in the hole. The...

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$243
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our beautiful Bonita Beach community continues to recover from recent hurricanes, and while some areas of the complex are still being refreshed, the beaches are once again stunning and easily accessible just across the street. The Gulf sparkles, the sunsets are spectacular, and the relaxed coastal atmosphere...

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Featured review

"Jim’s stay"

Over great view clean unit but in dire need of updates seems to be well managed we stayed last year and enjoyed the area nice short walk to beach and two decent restaurants. Pretty heavy traffic and a lot...

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$130
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Vacation the Old-Florida Way is this quaint "Fish House" duplex along the shores of Little Hickory Bay.This vacation rental is a duplex and this 3 bedroom, 3 bath apartment is unit "A" sleeping up to 6 guests. The neighboring apartment is unit "B", sleeps 4, and can also...

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Featured review

"Bonita Springs 2025"

Location is excellent, close to food spots and easy to get in/out. Owner very responsive to any of our concerns/requests.Pool never really heated up - but there were several cold snaps.Bed was...

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$228
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bonita Beach!The two heated community pools, sundeck, and kiddie pool are OPEN!!!While our area continues to rebuild from the impacts of recent hurricanes and though our paradise may look a bit different than it once did, our beaches are beautiful and accessible right across the street...

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$128
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

STR #-R250076Our Gulf Coast beaches have reopened and we invite you to plan your next Fort Myers beach beach adventure at Estero Beach Villas!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once did,...

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Featured review

"GREAT CONDO"

We stayed here during Spring break and really enjoyed it. The beach area wasn't super busy, the condo was so nice and roomy too. Beds were comfy, everything was clean, and it was nice having chairs and...

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$314
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Live the ultimate Southwest Florida lifestyle in this sleek and modern Gulf access pool home located in the heart of SW Cape Coral. Completely renovated within the last 2 years, this property has been turned into a dream - where you'll be lucky enough to bring your family and enjoy everything it...

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$261
avg per night
Cape Coral House
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Floridians love to live along the water and take advantage of their fantastic outdoor living spaces where they can fully enjoy the amazing weather year-round. You too can do just that - in this Gulf access canal home, with...

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Featured review

"Fantastic Location"

Great amenities and the house is totally updated. Beds were fantastic, the pool was heated and the perfect temp and sheets and towels top quality. We had an amazing time and rented a pontoon boat during...

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$180
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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 will enjoy a private pool, spa, outdoor...

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$221
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The two heated community pools, sundeck, and kiddie pool are OPEN!!!While our area continues to rebuild from the impacts of resent hurricanes and though our paradise may look a bit different than it once did, our beaches are beautiful and accessible right across the street from this condo. The sun...

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$129
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - our Gulf beaches have re-opened, the businesses in our beach towns are on their way back - and Cape Coral is alive and well and ready to be your home base for your next Florida vacation!This beautiful pool home in popular SW Cape Coral has just finished being remodeled,...

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$183
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

STR # R260360The Bay Village Condominium is still doing some minor post hurricane repair work on the common areas to include the Sauna. As a result, the condo HOA is requiring all owners, guests & renters to sign a construction disclaimer/waiver prior to occupancy. Management will send a copy...

View all property information

$121
avg per night
Bokeelia House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Tarpon Camp in beautiful Bokeelia, FL - your own private retreat in the heart of the Tarpon Capital of the World!Nestled in the small fishing village of Bokeelia, on the north end of Pine Island, this cottage has quick access to Shell Pass, Pine Island Sound, Charlotte Harbor, Cayo Costa...

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Featured review

"Tarpon house"

House was clean and supplies were plentiful. Directions and lock on front door were great. Boat dock awesome quiet good parking. Nothing wasn’t thought of when this home was done over. Thanks guys...

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$172
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

FMB STR #22-0630No hurricane damage to this condo! This condo is available for rental occupancy.The VIBE is back on Fort Myers Beach!The beautiful Gulf Coast beaches are open, and the Estero Beach & Tennis Club has re-opened while they complete their finishing touches. This may include...

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$135
avg per night
Bonita Springs House
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Vacation the Old-Florida Way is this quaint "Fish House" duplex along the shores of Little Hickory Bay.This vacation rental is a duplex and this 1 bedroom, 1 bath apartment is unit "B" sleeping up to 4 guests. The neighboring apartment is unit "A", sleeps 6, and can...

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$140
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The Experience Enjoy a peaceful escape where nature meets modern comfort. While Fort Myers Beach is in a vibrant stage of recovery, the iconic wildlife and sunsets of Lovers Key remain as breathtaking as ever.Property Highlights: •Panoramic 11th-Floor Views: Sweeping vistas of the Gulf of Mexico,...

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$149
avg per night
Fort Myers Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

STR #22-0628The Vibe is Back on Fort Myers Beach!Our community continues to rebuild from the impact of Hurricane Ian. Though our island paradise may look a bit different than it once was, the sun continues to shine each day, bringing with it relaxing beach days, spectacular sunsets and new memories...

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$155
avg per night
Fort Myers Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

# R250158The vibe is back on Fort Myers Beach! Our beach restoration project has made our beach more beautiful than ever - and we can't wait to share our island home with you!The new pool & hot tub are ready for rental guest to enjoy effective April 4th. Please be advise that the owner...

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$195
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!If your idea of a vacation is a home that looks like it belongs on an HGTV interior design show, spectacular water views, a heated pool, spa and outdoor space where you can create memories to last a lifetime - we've...

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$288
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!This waterfront pool/spa home offers guests to our area the classic Southwest Florida lifestyle! Located on a wide fresh-water canal near central Cape Coral, you will enjoy swimming in your own private heated pool, relaxing...

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$176
avg per night
Fort Myers Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

STR #22-0469Fort Myers Beach is coming back, and the beach is open to enjoy fun in the sun! This home has been fully restored and is now accepting reservations!While our Fort Myers Beach community continues to rebuild from the impact of Hurricane Ian and though our island paradise may look a bit...

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Featured review

"Wonderful Vacation Home"

We stayed at 120 Del Mar on March 1-9. The house was cute and only a 3 minute walk to the beach. The beach cart, chairs, towels were so convenient. We enjoyed the bikes also. The kitchen had everything...

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Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Get ready to enjoy your Florida coastal vacation in jaw dropping style! This breathtaking home in desirable Southeast Cape Coral is ready to take your breath away and deliver everything you could hope for in a waterfront...

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Featured review

"Great place"

As described, the weather did not allow us to use the pool but would book again Host was available when messaged about additional nights of stay

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Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

November & December pre-season rates have been discounted 20%. Book now to receive these already pre-season rates!Tucked away in a quiet residential neighborhood in the heart of Bonita Beach community, you'll find this charming, beautifully remodeled duplex located on a Gulf access canal....

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