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iTrip Fort Myers + SWF Vacation Rentals

iTrip Fort Myers + SWF Vacation Rentals

Member since 2023
95 rentals
35 reviews
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Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Start your morning with coffee on the lanai overlooking the pool. Spend the day on the beach just across the street. End the evening with a cocktail and a Gulf sunset at Doc's Beach House — literally across the road. This 5th floor studio at Bonita Beach & Tennis Club makes that kind of...

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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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$130
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your own slice of waterfront paradise in sunny Cape Coral!This beautifully remodeled Gulf-access pool home was designed with vacation living in mind—where days are spent boating, swimming, relaxing poolside, and making memories with the people who matter most. With stylish coastal...

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$275
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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Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The beach is stunning and easily accessible just across the street. The Gulf sparkles, the sunsets are spectacular, and the relaxed coastal atmosphere is very much alive.This brand newly remodeled Bonita Beach and Tennis studio condominium, located immediately across the street from Bonita Beach will...

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Featured review

"Nice big clean place"

It was bigger than we needed for the two of us but we wanted a certain quality, private pool decent area. We could walk to groceries and drug liquor store and back in an hour including the shopping time....

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$133
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Start your morning with a Keurig or a full drip pot — this thoughtfully updated 7th floor studio in Building 3 at Bonita Beach & Tennis Club has both covered. With a king bed, a bathtub for long soaks after beach days, a Smart TV, a desk alcove for remote workers, and the white sands of Bonita...

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$119
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up to sunshine dancing across the canal, spend your afternoons poolside beneath the palms, and end your evenings gathered under the tiki hut with waterfront breezes and glowing Florida skies. This beautifully remodeled Gulf-access home in Cape Coral’s coveted Yacht Club neighborhood was designed...

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$264
avg per night
Cape Coral House
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to your own private slice of Southwest Florida paradise in this waterfront Cape Coral retreat designed for sunny pool days, boating adventures, and laid-back evenings by the canal. With Gulf access, a private dock, heated pool, expansive screened lanai, and plenty of room to relax both inside and...

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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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$173
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You’ve just found your perfect Southwest Florida getaway! Located in the desirable South Fort Myers area, this vacation condo is set within the private, gated community of Tortuga. An enclave of attached villas and condominiums, Tortuga offers the welcoming feel of a close-knit neighborhood along...

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$90
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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$134
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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Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Here's the thing about most studios that sleep 4 — someone always ends up on the sleeper sofa. Not here. This newly remodeled Bonita Beach & Tennis Club studio offers two genuine queen beds, so every guest gets a real, comfortable night's sleep. Add a stunning farmhouse kitchen, a...

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$124
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

From the moment you step through the front door, this Southwest Cape Coral waterfront retreat invites you to slow down, settle in, and start vacation mode immediately. Tucked along a Gulf-access canal with quick boating access to the Caloosahatchee River, this beautifully updated home combines relaxed...

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$277
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 Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in desirable south Fort Myers you'll find Sail Harbor - a private, gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands of Sanibel and Captiva, and the shores of the Caloosahatchee River. As you enter the gates you'll be welcomed by...

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$113
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The area beaches are open for your enjoyment!Get ready to relax and refresh in this Southwest Cape Coral heated pool home. Whether on the water, or in the pool, your time will be spent soaking in the sun rejuvenating your yourself, your family, and your friends.At this property you will enjoy: A...

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$155
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The 9th floor gives you enough elevation to see it all — the early morning sunrises glowing over Estero Bay, Black Island and Lovers Key State Park spread out from the living room windows, and the Gulf shimmering in the distance. The corner balcony overlooking the Bay is particularly peaceful at...

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Featured review

"Family Reunion/Anniversary"

The view now snazing! Location was perfect! Far enough away from crowds of Fort Myers, but close to great restaurants and grocery! We’d rate it a 10 Condo!

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$158
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

From the 8th floor of this beautifully remodeled Lovers Key Resort condo, Estero Bay stretches out below in all its living, breathing glory — and the sunrises here are the kind that stop you mid-sip and make you set down your coffee just to watch. Dolphins, manatees, tropical fish, and birds make...

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$142
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 # R250077The higher the floor, the wider the Gulf spreads out before you — and from the 6th floor of Estero Island Beach Villas, the view from the screened lanai is genuinely breathtaking. The entire western horizon is yours, the beach stretches below in both directions, and every evening...

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Featured review

"Great location and view"

We enjoyed our stay in this Beach Villas condo. Beautiful view of rhe gulf and so fun to he next door to pink shell resort where we could hear the music and waterfalls over their pool. This condo complex...

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$294
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This beautiful condo has been remodeled since the recent hurricane's and is available for rental occupancy - the pool, fitness center, game room, BBQ grill and beach are open!Bonita Beach Club continues to rebuild while re-opening since recent hurricanes. Bonita Beach Club is still considered...

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Featured review

"Great place to stay!"

Our stay was short but sweet. We enjoyed the pool and the lanai was our go-to hang out spot. Plenty of towels and wash cloths were provided which we really appreciated. The one little hiccup in our delightful...

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$136
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
Bonita Springs House
Sleeps 9, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This unique Bonita Springs property is ready to be your home away from home while you enjoy what Southwest Florida has to offer. Located in a quiet, well-maintained neighborhood, you're off the beaten track just enough to feel like you're getting away from it all, but close enough to be minutes...

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Featured review

"WHAT A FIND!"

We had an absolutely fantastic stay at this rental! We visited for 2 weeks in November and from the moment we arrived, we were blown away by the comfort and charm of this property.Location, location,...

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$265
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Less than 2 miles off the beach, you'll find this lovely vacation home ready to host you and your group of up to 6 in beautiful Bonita Springs. Located in a quiet residential neighborhood, you'll love the privacy this home offers, yet the proximity to some of the best dining, shopping and beaches...

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$262
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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$127
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
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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$149
avg per night
Fort Myers House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Venetian Pointe — a peaceful South Fort Myers retreat close to everything you love about Southwest Florida.Tucked within a quiet enclave of newer built homes and villas, the gated community of Venetian Pointe offers the perfect blend of serenity and convenience. Just minutes from...

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$148
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Where Estero Bay meets the Gulf of Mexico—between Lovers Key State Park to the south and Estero Island, home of Fort Myers Beach to the north—you’ll find Island’s End Condominiums, one of Southwest Florida’s most enviable beachfront destinations. Perfectly positioned at the...

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$139
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Pack light — or pack everything. With a full in-unit stackable washer/dryer hidden inside custom white cabinetry, dual walk-in closets, and over 500 sq ft of completely remodeled studio space, this Bonita Beach & Tennis Club studio gives up to 4 guests every convenience they could ask for. Add...

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$123
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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$253
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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$150
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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$148
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

STR Registration R250239Shamron Beach is a cozy and relaxing condominium complex on the desirable gulf side, southern end of Estero Island. The complex offers a secured lobby with elevator, second floor community room, heated pool with privacy fence, outdoor shower, bathrooms and community grill....

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$173
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Vacation days are too precious to spend anywhere ordinary.Here, mornings begin with coffee overlooking the water as the neighborhood slowly comes to life. By afternoon, the pool has become headquarters for the family while lunch sizzles on the outdoor grill and everyone drifts effortlessly between...

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$358
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

At the penthouse level of Lovers Key Resort, the Estero Bay sunrise arrives in full — wide, unhurried, and entirely yours from the extended private balcony. Dolphins surface in the morning stillness. Manatees drift through the shallows. Shorebirds move along the waterline. This is what the top of...

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Featured review

"Penthouse corner"

Top floor corner unit. Beautiful condo! South views good shade.Pool and restaurant close and nice. Very pleased with how everything was done!

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$153
avg per night
New
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

R260413Perched on the top floor at the quiet southern end of Estero Island, this beachfront condo offers sweeping views of the Gulf, Big Carlos Pass, and the spectacular sunset skies that make Fort Myers Beach such a beloved vacation destination. Step outside to one of the island’s widest stretches...

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$199
avg per night
New
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Rising above the sparkling waters of Estero Bay on the 10th floor of Lovers Key Resort, this beautifully remodeled waterfront retreat captures everything guests love about a Southwest Florida escape — sweeping Estero Bay views, unforgettable sunrises, warm tropical breezes and the natural beauty...

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

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Step out of your screened balcony and the Gulf of Mexico is right there — shimmering, warm, and waiting. This beautifully appointed 2-bedroom, 2-bathroom beachfront condo at Estero Island Beach Villas puts up to 6 guests directly on the sand at the north end of Fort Myers Beach, steps from the water...

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$294
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wake up to shimmering Gulf waters, spend your days on one of Southwest Florida's most beautiful beaches, and end every evening with a breathtaking sunset from your private screened balcony. This is the Bonita Beach getaway you've been dreaming of.Perched on the 10th floor of Building 1 —...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

From the 7th floor of this Lovers Key Resort condo, the view takes in two of Southwest Florida's most beautiful destinations at once — Estero Bay spreading out below and the southern end of Fort Myers Beach stretching to the north. Watch for dolphins moving through the Bay in the morning light....

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$142
avg per night
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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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 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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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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Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Some views are beautiful. This one is alive. From the 3rd floor corner balcony of this remodeled Lovers Key Resort luxury condo, the Estero Bay is right there — close enough to watch the morning light move across the water, and close enough to catch the dolphins, manatees, tropical fish, and birds...

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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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