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Pet Friendly Vacation Rentals in Florida

(1864 rentals)
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to Cape San Blas: Uncrowded,white sand& dog-friendly

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

At Cape Happy Hour, happy hour isn't a time of day — it's a state of mind. It's morning coffee on the master suite deck watching the Gulf wake up. It's afternoons at the beachfront pool just steps from your front door. It's the turtle pond shimmering below the main deck...

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Featured review

"Awesome weekend"

Cape happy hour was great. Very clean and welcoming. It had everything we needed for a relaxing weekend. The walk to the beach was short. We actually enjoyed the walk each day. We met and talked with some...

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$473
avg per night
Special Offer
Hudson House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Hudson Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and enjoy my beautiful, fully furnished 3-bedroom, 2-bath home. I take great pride in keeping the property exceptionally clean, paying special attention to high-touch surfaces like light switches and doorknobs. Guests frequently compliment how spotless the house is, and I love keeping it fresh with...

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Featured review

"Perfect clean, comfy, pet-friendly home"

This home was perfect for my family and our golden retriever too! The house is very clean, well maintained and has all the amenities of home. The host is very accommodating and responds quickly if you...

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$171
avg per night
Panama City Beach House
Sleeps 17, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Sea Horse Dunes is a large family oriented gulf front home. It is located in Panama City Beach on a private street off Thomas Dr. This 3 story, 5 bedroom, 4 bathroom beach front home has plenty of room for the entire family including pets. The ground floor has a covered porch with plenty of outdoor seating...

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$850
avg per night
Crystal River House
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Property Details – The Floaty PotatoBedrooms & Bathrooms - 3 Bedrooms · 2.5 Bathrooms · Sleeps 8-9 - Primary Suite: King bed, ensuite with jetted tub, direct pool access, Smart TV - Bedroom 2: King bed, Smart TV - Bedroom 3: Two twin beds with twin trundles and a child-size...

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$264
avg per night
New
Englewood House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 yards to 20 steps

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark TeethSuper Private Beach Access (1 min walk- 100 feet from front door with private dock for fishing or Kayaking out the back door) in one of the last remaining “Old Florida” regions of the Gulf Coast on North...

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Featured review

"Paradise"

What can I say about Evan's Manasota Key properties? I've seriously lost count of how many times we've stayed at both his rentals. There's a reason we keep going back. The first reason is Evan is an excellent...

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$500
avg per night

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New
Fort Myers Beach Apartment
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Key Features Sleeps 6 | 2 king bedrooms + queen sleeper sofa Second-floor spacious duplex apartment Newly updated furnishings throughout One block to Beach Access 23 Heated pool with loungers, tables & umbrellas In-unit laundry + renovated bath with walk-in shower Fully equipped kitchen...

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$130
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms
22 reviews

Key Amenities

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

About this property

This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....

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Featured review

"Paradise"

This is our second year staying in this beautiful home. Once again it was beyond perfect! Everything we could possibly need is here so you only need to unpack, sit back, relax & enjoy! The kitchen is...

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$475
avg per night
Naples Bungalow
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

5 star 3 bedroom , 2 bathrooms, salt water pool/spa detached home all amenities , fully furnished,phone, ,cable , WiFi,high ceilings , enclosed lanai screen pool area, beach chars , BBQ,close to all amenities 1 mile from Vanderbilt beach close to shops, Whole foods , Mercato Lifestyle outdoor shopping...

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$225
avg per night
Ponte Vedra Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

The perfect beach getaway! * Wake up to coffee and a stunning sunrise. * Spend all day lounging on the beach and cooling off in the ocean. * Wind down with a gourmet dinner overlooking the water. Embrace the essence of coastal living in this modern 3 br home. Directly on the beach, this home features...

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$450
avg per night
Bradenton House
Sleeps 14, 5 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

The perfect family vacation destinationTHE SPACEDiscover the charm of this beautifully renovated 5-bed, 2.5-bath, 2400 sq ft home with a welcoming open layout. Relax by the heated pool among family fun amenities, there's something for everyone! Located near a public boat launch for fishing...

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$595
avg per night
Redington Shores Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Are you looking for a cozy accommodation for a great price? You’re in the right place! Carousel Suites is the best choice. This apartment is located in the beautiful and quiet town of Redington Shores on the Gulf of Mexico in sunny Florida just 35 minutes from Tampa International airport....

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Featured review

"Wonderful apartment - so close to a gorgeous beach!"

We had a great stay in the one-bedroom apartment. It was clean and well-outfitted and incredibly close to a beautiful public beach. The manager was very responsive to our questions. The beach is a 2 minute...

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$135
avg per night
Delray Beach House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
11 reviews

Key Amenities

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

About this property

Breathtaking waterfront 4 bedroom / 4.5 bath luxury property is picturesquely located on a deep water canal just 1/2 block from the Intracoastal. This dream home has a resort style waterfront backyard with a pool, jacuzzi, built-in grill, outdoor bar, patio furniture and plenty of seating for relaxing...

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Featured review

"Exceeded our expectations."

Exceeded our expectations. The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub.

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$1,025
avg per night
Panama City Beach House
Sleeps 10, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Toes in the sand!Welcome to PCB Coastal, the World's Most Beautiful Beaches and this luxury beachfront home! This beachfront home is truly one of the most pristine beach homes in the area with its panoramic beach views of Panama City Beach's emerald green waters and sugary white sand. The...

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Featured review

"Breathtaking"

Pictures, do not do justice to this home. We are snowbirds and do month long stays. Stacy, the host was extremely easy to comunicate with and the house had everything we needed except for outdoor cushions....

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$499
avg per night
Destin House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Neptune’s Nest, a relaxed harborfront retreat designed for gathering, unwinding, and easy coastal days by the water.- Sleeps 10 | 3 bedrooms | 7 beds | 3 baths - Waterfront home w/ private pool (seasonal heat available, fee applies) - Rooftop deck & direct harbor access -...

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$300
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

## Waterfront Retreat in Punta Gorda IslesExperience coastal living at its finest in this beautifully appointed **canal-front home** with quick sailboat access to Charlotte Harbor. Wake up to **sparkling water views** and enjoy spectacular Florida sunsets from your private lanai.### Features...

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$257
avg per night
Santa Rosa Beach House
Sleeps 15, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your relaxed Santa Rosa Beach retreat, made for easy coastal days and comfortable group stays just moments from the shore. Gather, unwind, and enjoy flexible indoor and outdoor living designed for time together.- Sleeps 15 | 5 bedrooms | 5 beds | 4 baths - Pool w/ seasonal heat (Oct-May,...

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$300
avg per night
Destin House
Sleeps 10, 3 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Destiny Escape — Your Private Oasis in Destiny EastIf you’re looking for a spacious private retreat just a short walk to the beach, Destiny Escape delivers the perfect balance of comfort, fun, and resort-style living. Located inside the highly sought-after gated community of Destiny East,...

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Featured review

"Sweet comfort!"

We had such a wonderful time. The condo was exceptionally clean. The beds were very comfortable. The location to the pool was perfect, we were directly across from it. Just a few blocks up from the beach....

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$219
avg per night
Cape San Blas Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
11 reviews

Distance to beach: 50 feet to Right out side

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beach Breeze is located in Barrier Dunes on the north end of Cape San Blas. The townhouse is located at 140 Sabal Circle, on the Gulf, a straight drive from the gate house at about 11 o'clock when you get to the curve. This 3 bedroom 3.5 bath beach front unit sleeps 6 adults and has covered parking...

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Featured review

"Fantastic views"

Beautiful view of the beach from all three decks. Especially at sunset. Great internet speed if you have to work or if several people are on at the same time. Close to pools and courts.

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$292
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stylish waterfront villa with private saltwater pool and premium outdoor living in Cape CoralFrom the moment you step inside, this villa creates an immediate sense of arrival. High ceilings, an expansive seating area overlooking the pool, and an impressive 87-inch smart TV set the tone for a stay...

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$246
avg per night
Madeira Beach Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.2 miles to Madeira Beach

Key Amenities

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

About this property

Welcome to your ultimate waterfront getaway, where flamingo flair meets cool ocean air!

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Featured review

"Wonderful & quaint"

Absolutely worth it. Cannot get much better than this in the middle of it all! A short walk to Johnโ€™s Pass, the beach, and all of the great activities Madeira has to offer, it is really a great place...

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$155
avg per night
Destin House
Sleeps 16, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

A true gem on holiday isle! Easy walk to the beach, pet friendly- Sleeps 16 | 6 bedrooms | 10 beds | 4 baths - Private pool (heated by request, fee applies) - Gated beach access & beach essentials - Harbor & Gulf views from select spaces - Multiple living areas & game room - Pet-friendly...

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$500
avg per night
Davenport House
Sleeps 20, 8 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Enjoy quality time with the whole family in this modern, luxurious 8 bed 5 bath home, with plenty of activities for the whole family! Central location, short drive to all attractions! HUGE 150" theatre & High-End Arcade Room! + Free access to 2 resort style clubhouses w/lazy river & slides...

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$335
avg per night
Key Largo Estate
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 6 miles to Pennekamp

Key Amenities

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

About this property

Recently renovated large 6 bedroom, 7 bathroom Ocean Front House on 5 Acres. Gated from the main road. It can comfortably sleep up to 16 people. Covered parking for up to 6 vehicles and outside parking for several more. This estate is surrounded on 3 sides by park lands and the Atlantic ocean. If...

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$750
avg per night
Pompano Beach Villa
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

We are located right off of the intracoastal waterway in sunny Pompano Beach! Right across the street is the dock that can accommodate your boat and or jet-ski. From the canal in front of the property in less than 2 minutes is the intracoastal waterway that will lead out to the ocean. Or you can head...

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Featured review

"Enjoyed the location"

Very quiet & peaceful excellent boat location idรฉal for fishing & water sports. Golfing was great also.

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$165
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

KEY FEATURES:Everything You Need for a Perfect Beach Day Chairs, toys, cooler, wagon, umbrella—you’re covered! Just bring your swimsuit.3 Plush Bedrooms with Smart TVs King, queen, and a twin-over-full bunk room—all with luxe mattresses and streaming-ready TVs.Just a...

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$268
avg per night
Cape San Blas House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

"HIDDEN TREASURE" sits on the beach at the North end of the Cape, close to entrance of state park with less traffic and we Welcome Pets :) LOCATION, LOCATION, LOCATION! There is no other place on the Cape like this one! Discover the rare 120 feet beachfront property with panoramic ocean views...

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$550
avg per night
Orlando House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to park: 10 miles to Universal Studios Florida

Key Amenities

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

About this property

To unlock the front door with the keys. Remove the doorbell button/pad from the lock. You will have one key for the front door and another for the side door. Please if possible use the front door when entering the home. There’s a shoe ottoman in front of the door for your shoes.

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$120
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....

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Featured review

"Fantastic Florida Cottage"

We just ended our stay at this charming Florida cottage and canโ€™t wait to return next year. This two/three bedroom house is clean and comfortable and is located in an older quiet and friendly neighborhood...

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$120
avg per night
New
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Escape to Coral Oasis, a brand new 4-bed, 3-bath waterfront retreat in Cape Coral for 10 guests. Enjoy a private heated pool, hot tub, and stunning canal sunsets. Perfect for families and pickleball lovers, you're just minutes from The Courts Cape Coral. This luxury home offers the ultimate Southwest...

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$199
avg per night
Santa Rosa Beach House
Sleeps 18, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape winter at this newly remodeled, spacious, and peaceful 30A retreat. Located in a quiet neighborhood, Solstice features a heated saltwater pool, wraparound decks for warm Gulf breezes, and tropical landscaping for privacy. Enjoy coastal-luxury interiors perfect for long stays, a walkable location,...

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$433
avg per night
Stuart Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
7 reviews

Distance to beach: 4 miles to Stuart Public

Key Amenities

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

About this property

Welcome to quaint historic Stuart where the pace of life is slow and easy, the landscape is lush, tropical and the cottage invites you in to stay a while and contemplate you next move. It could be the sound of the waves at the beach is calling or a leisurely walk in the quiet neighborhood or on the St...

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Featured review

"Paradise in Stuart"

We absolutely adored the cottage in Stuart. This place was my favorite place I have ever stayed! Youโ€™re close to everything,& itโ€™s a surfer and divers paradise!! I have no complaints other than the...

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$85
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...

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Featured review

"Great Unit and Excellent Host"

My family and I booked 9 days in the condo by the lagoon. I was a bit leery as there is a mix of good and not-so-good reviews for Norman. I found him personable and responsive on the phone whenever I...

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$300
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...

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Featured review

"Beautifully Appointed Historic Home in Old Town"

I really can't rave enough about this home and the hospitality of the owners. The house is a beautiful historic home in old town that has been lovingly restored. The outdoor living space and the open to...

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$380
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Escape to our private 3-bed, 2-bath waterfront retreat in SW Cape Coral! Perfect for 6 guests, this home boasts direct Gulf access & a heated pool.Enjoy stunning canal views from your screened-in lanai, a fully stocked kitchen, and a dedicated workspace. It's the ultimate Florida getaway...

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$169
avg per night
Big Pine Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our 5 bedroom with optional 6th bedroom home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 31 miles from Key West’s Mile Marker 0. This spacious 5-bedroom home is on a double lot with plenty of parking and 150 feet...

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Featured review

"We love this place!"

We've stayed in this home for a month for 3 years, 2025 being our 4th year we added a month. We stayed in the home before Jeff and Christine bought it and loved it then. They've made so many improvements...

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$400
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1 bathroom
10 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your Panama City Beach retreat at Gulf Highlands Resort, where relaxation meets convenience. This bright and coastal townhome offers the perfect blend of comfort, style, and resort amenities — just a short stroll from the sugar-white sands and turquoise waters of the Gulf!LISTING...

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$83
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Modern villa with private saltwater pool and fenced yard in central Cape CoralThis stylish and well-maintained villa offers a relaxed setting in a central location in Cape Coral, ideal for guests looking to enjoy the Florida lifestyle with comfort and flexibility.The villa accommodates up to 6...

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Featured review

"Clean comfortable house in a quite neighborhood"

We canโ€™t wait to come back to this house. This house met all our expectations: spacious, clean and well stalked. The management company was very responsive to our requests: we needed more beach chairs...

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$133
avg per night
Destin House
Sleeps 14, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Tranquility 98 | Private Pool & Spa • Golf Cart • Dog Friendly • Destiny EastWelcome to Tranquility 98, a stunning 5-bedroom, 5.5-bathroom luxury home located in the prestigious Destiny East community of Destin, Florida. Perfect for large families and groups, this spacious retreat...

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$100
avg per night
New
Fort Myers Beach Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

The living area has absolutely everything you'd need for a relaxing vacation. Comfy queen size sleeper sofa, stylish accent chair and end tables and lamps. Of course a large smart TV. There is a dining table that seats 4 and an extremely equipped kitchen with all of the conveniences. Full size refrigerator,...

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$100
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

Make It Sweet is a new construction custom home steps from the private community boardwalk to the beach. Our home was built for large groups or extended families to enjoy. The house sleeps 18, featuring 3 King Suites, a handicap accessible Queen Suite and a bunk room for 10. There are two living spaces,...

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Featured review

"Best Stay in Cape San Blas!"

We just returned from our Make It Sweet stay and I canโ€™t say enough about this luxurious house. Jennifer and her husband (sorry, forgot your name) have thought of everything! The modern amenities like...

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$700
avg per night
Dunedin House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Honeymoon Island State Park

Key Amenities

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

About this property

2 Bedroom 2 Bath fully furnished, "Pet Friendly" home with large fenced backyard. Large living room, full kitchen, and a laundry room with washer/dryer. Covered carport for a single car plus a covered patio with grille. All utilities, Internet & streaming services included.

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$170
avg per night
Key West Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Key West Getaway in Old Town!In the heart of Old Town, Southard Square Condominiums is an award-winning condo development with stunning gardens, a clubhouse with changing rooms/baths, seating area, kitchenette and one of the largest private community swimming pools in Key West. Staying...

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Featured review

"Beautiful home"

Thank you for you help in researching a vacation rental . We love key west an we will be inquiring with you in the future

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$300
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Cape San Blas Beach

Key Amenities

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

About this property

Trudy May’s Bayhouse is a bayfront 4BR/3BA home on Cape San Blas, offering the best of both worlds—peaceful bay living with easy Gulf beach access just across the street. The home sleeps up to 10 and features a 500' dock on St. Joseph Bay, ideal for boating, fishing, kayaking, and paddleboarding...

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$225
avg per night
Key Largo Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience the relaxed lifestyle of the Florida Keys. CLEANED AND SANITIZED TO THE NEW CDC STANDARDS. 3 Bedrooms + Loft, 2 Baths, Sleeps up to 8 comfortably. There are 2 large bedrooms on the 3rd floor, each with queen size beds. The first floor bedroom is small with 2 bunk beds. The 4th floor loft...

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Featured review

"Bit chaotic but overall very nice"

Property is very nice, we liked it lots. Resort is laid back & has lots of activities. I haven't done a resort holiday before so it was pleasant surprise to have free access to equipment like kayaks,...

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$300
avg per night
Redington Shores Apartment
Sleeps 3, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.0 miles to Redington Shores Beach

Key Amenities

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

About this property

The apartment is one of 3 units in a building waterfront to wide expanse of intracoastal water with sunrise beyond words to describe and with direct access to Redington Shores Beach across the street, 4 minutes walking distance. Enjoy fishing, kayaking, waterskiing, in the backyard and go to the beach...

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Featured review

"Perfection"

Nothing but praise for this immaculate spacious unit. Perhaps a bit skimpy on some supplies but with a few trips to Aldi, Walmart and Dollar Tree it worked out great and I now have a new and improved can...

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$50
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 50 feet to Miramar Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Emerald Waters — Fully Remodeled • Gated Beach Access • Pet FriendlyWelcome to your beautifully renovated beach retreat at Emerald Waters, located directly across the street from the sugar-white sand and emerald waters of the Gulf. Completely remodeled in January 2025, this 2-bedroom,...

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Featured review

"Destin visit"

Beautiful condo, nice decoration, trouble with TV and rental agent took care of it right away. Cody was repair man and was delightful. Thanks Renee for great rental

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$125
avg per night
Cape San Blas Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Looking for the perfect beach getaway? This charming, custom-built coastal townhome at Cape San Blas offers the ultimate retreat for families or friends, with enough space to comfortably accommodate up to 6 guests. Located just a short 3-4 minute walk from the pristine, uncrowded Cape San Blas beach,...

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Featured review

"Saved our vacation"

Can't say enough good things about Jeanie and her team. Vrbo screwed us royally and left us halfway to our destination with no place to stay after we received our booking confirmation. My wife scrambled...

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$145
avg per night
Bradenton Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Holmes Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This luxurious 3 bed / 2 bath home is situated on a larger than usual plot.The villa has full air conditioning / heating, is very spacious and airy and features many upgrades. There is a large central lounge / dining area and fully fitted open kitchen with breakfast area, den, laundry room (washer...

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Featured review

"Excellent"

Great location, clean, excellent communication. Enjoyed our extended stay, felt like home. Thank you for allowing us to stay in your home.

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$157
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 3 bathrooms
74 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Be our guest at our beautiful custom built home, Cape Cottage. Our First Tier, Gulf View home is located on the North Cape within walking distance to the Trading Post and has fabulous views of the Gulf from the 2nd and 3rd floor decks, both master suites and all the living areas. It is an easy 50 steps...

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Featured review

"Perfect House"

Canโ€™t say enough good things about Cape cottage. We had three generations of family under one roof and never felt cramped. The layout of the house is perfect. The views of sunrise and sunset are phenomenal....

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$1,500
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
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