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Pet Friendly Vacation Rentals in Florida

(1798 rentals)
Port St. Joe House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located in a charming neighborhood with wonderful restaurants and shops within walking distance to all the amenities that Port St. Joe has to offer and walk to the beautiful St. Joseph's Bay for all your fishing and kayaking activities! This spacious Pet Friendly 3 Bedroom and 2 Bathroom is sporting...

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Featured review

"Cottage in town"

This was a great stay for us, our kids, and our fur kids. The owner paid attention to the most minute detail. Cottage was open, spacious, and very well maintained. Our teenagers had shoobies every night...

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$185
avg per night
Cape San Blas House
Sleeps 13, 5 bedrooms, 4.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Seas the Day! is perfectly situated in the low-density, gated and popular Seagrass neighborhood on Cape San Blas (CSB). Enjoy the roomy accommodations for large families who want to eat and game together, but who also enjoy a little elbow room for the quiet times you need. The reverse floor plan, with...

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Featured review

"It's Wonderful1"

We stayed for two glorious months with our dog Ellie. The location is perfect and an easy walk to the beach or a quick stroll around the neighborhood. The community quiet and well maintained.Seas...

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$422
avg per night
Port Richey Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 20 miles to Honey Moon Island 20 miles, Clearwater 27 miles

Key Amenities

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

About this property

Welcome to The Salty Lime cottage in Port Richey, Florida, where you can experience the best of Gulf Coast living! This charming property is ideally located near an array of local attractions. Enjoy the beauty of waterfront dining within walking distance, with numerous restaurants offering fresh seafood...

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Featured review

"Salty Lime on Old Post Road"

The Salty Lime is bright, cheerful and full of everything you need for a comfortable stay. The pet turf in the backyard is pretty and easy to clean up. The putting green is very entertaining while grilling...

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$157
avg per night
Santa Rosa Beach House
Sleeps 18, 6 bedrooms, 5.5 bathrooms

Distance to beach: 0.4 miles to Private Access. Majestic Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Top Reasons to Book Casa D'Azure:* Private Beach Access Approx. 0.1 Miles Away * Private Pool With Heating Options (Fee Applies) * Golf Cart (6-Seater LSV) Included At The Home * Dog Friendly Home (Fees and Restrictions Apply) * Natural Gas Grill * Covered Parking * Viking 6-Burner Gas...

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$932
avg per night
Miramar Beach House
Sleeps 20, 7 bedrooms, 6 bathrooms
2 reviews

Key Amenities

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

About this property

The Spiny Lobster is a spacious 3 story home featuring a trendy, farmhouse coastal decor. The wonderful pool with a built-in spa and outdoor shower is a favorite of all ages. A free 6-passenger Golf Cart (LSV) is included. This fabulous home promises its guests a memorable and refreshing beach vacation!The...

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Featured review

"Spiny lobster"

We had Christmas in July for our family. They came from Louisiana, Tennessee and North Carolina. It’s a great location. Very clean beautiful home lots of space and great fun with the golf cart. The beach...

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$798
avg per night

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Davenport Villa
Sleeps 12, 5 bedrooms, 5 bathrooms
2 reviews

Key Amenities

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

About this property

Enjoy your vacation at this very spacious luxury home. Plenty of room for family gathering inside and outside. Heated private pool with hot tub. Make yourself home with a fully equipped kitchen and walk distance to waterpark.Parks distanceDisney Springs and Cirque du Soleil - 20 minutes Universal...

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Featured review

"Great house"

My family and I stayed a week in July. House was very clean. Kitchen was organized and labeled. Bedrooms were tidy and all linens such as pool towels and bath towels were left in the rooms. Pool was clean,...

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$220
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Come enjoy paradise in this beautiful, open concept 3 bedroom 2 bath home situated centrally on Marco Island. Quick access to the island bridges or to the heart of Marco's downtown lets you focus on the charm and beauty of this island destination. The home comfortably sleeps 7 guests with fresh,...

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$370
avg per night
St. George Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 0.0 miles to Public Beach

Key Amenities

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

About this property

My Property The Wahoo is a Non-Smoking, Pet Friendly Island Home complete with designer furnishings! New hardwood flooring. The house is located 3 blocks from the public beach and half a block from the bay, a great location for kayakers. Travel over the 4 mile bridge to beautiful St. George Island with...

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Featured review

"Great location"

Had a great experience staying at The Wahoo! Convenient to the public beach access. The house had everything we needed.

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$190
avg per night
Fort Lauderdale House
Sleeps 14, 5 bedrooms, 6 bathrooms
1 review

Key Amenities

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

About this property

These two captivating quaint beach cottages connected through their back yards are just steps away from the Ocean. Nestled in the picturesque, most sought out North Atlantic Boulevard neighborhood featuring tree lined streets with tropical foliage just off A1A. Unwind in the luscious back yards with lounge...

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Featured review

"Do yourself a favor and stay here"

This property was amazing. It had 2 hot tubs, a pool, a game room with pool table, beach toys, beach chairs, beach wagon, skim boards, paddle boards, boogie boards a cooler and anything you can pile ever...

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$1,317
avg per night
Last Minute Deal
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Cape Coral

Key Amenities

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

About this property

Beautiful 2/2 First Floor, Waterfront, offering lots of privacy being an end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly community. Covered Parking just steps outside...

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Featured review

"A home away from home"

Location We stay at the Condo for the Roy Hobbs World Series and it is quick and easy to get to Terry Park. the Twins Complex and Fenway South etc Cape Coral has a small beach on the river and Fort Myers...

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$200
avg per night
Boca Raton House
Sleeps 8, 4 bedrooms, 3 bathrooms
37 reviews

Distance to beach: 1 miles to Spanish River Beach

Key Amenities

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

About this property

Discover Villa Boca, a newly renovated (Winter 2025) coastal-luxe retreat designed for comfort, style, and unforgettable memories. Situated on a prime corner lot with a large, lushly landscaped fenced backyard, this home offers the ultimate private getaway — perfect for families, friends, and extended...

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Featured review

"Amazing location"

Beautiful and relaxing stay. The view, the grounds , the room was lovely. A beautiful walk right onto to the beach. The hotel could rent out loungers and umbrellas, that would make the beach day more...

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$1,135
avg per night
Bradenton House
Sleeps 14, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 4 miles to Coquina Beach

Key Amenities

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

About this property

Discover the ultimate family vacation destination! This extraordinary vacation home is perfect for families, offering 2,400 square-feet of luxurious open living space. Step into your backyard oasis featuring a heated pool, outdoor dining/lounging areas, and waterfront hammocks. Immerse yourself in the...

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Featured review

"Gorgeous & Beautifully Furnished"

This property is gorgeous, both inside and out, and has all the comforts of home. The inviting pool and outdoor spaces were definitely my favorite.The location of this home made it convenient and easy...

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$662
avg per night
Nokomis Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

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

About this property

Beautiful Design Beach Villa in Prime location, close to everything! Located only ONE mile from white sand Florida beach. It is fully furnished with heated screened pool. Kitchen includes all amenities like appliances , silverware ,plates , cups , and pots. Comes with extra linens and towels. Tones of...

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Featured review

"Excellent location and comfortable villa"

We enjoyed a lot our stay thanks to the comfort and the amazing location. All amenities were there for us. Loved the pool! Will be back for sure to Nakomis!

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$357
avg per night
Fort Lauderdale House
Sleeps 10, 3 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

This captivating quaint beach cottage is just steps away from the Ocean. Nestled in the picturesque, most sought out North Atlantic Boulevard neighborhood featuring tree lined streets with tropical foliage just off A1A. Unwind in the luscious back yard with its hot tub. Exquisite restaurants in proximity....

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Featured review

"great trip!"

Everything at the home was as expected and in good condition. Host was responsive to messages and took care of a few small requests. Amazing location ~100 ft from the beach.Slightly odd layout with...

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$618
avg per night
Fort Lauderdale Villa
Sleeps 20, 7 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This majestic Mediterranean-style waterfront villa, nestled in the heart of Fort Lauderdale, is the epitome of the 'Venice of America.' The expansive backyard along a 270-ft dock features a heated pool, outdoor kitchen and bar, a tiki-covered patio, array of lounging areas alongside spaces...

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$3,012
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on...

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Featured review

"Great"

We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there.Family with three Kids from germany

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$248
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Summary:4 mi. To Shopping and Dining7 mi. To Matlacha & Cape Harbour9 mi. To Cape Coral Yacht Club Beach5-10 mi. To Golf Courses19 mi. To Fort Myers Beach23 mi. To Sanibel Island35 mi. To Captiva Island26 mi. To Punta Gorda Airport (PGD)26 mi. To Ft. Myers...

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$301
avg per night
Last Minute Deal
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 50 feet to Indian Shores

Key Amenities

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

About this property

This condo completed a brand new remodel (you can contact me ) and is one of the newest out of all the sandcastles listed. I also have minivans stationed at the airports for your convenience. They are an extra charge. I am fully insured and can usually beat competition buy 50%. I also own two other direct...

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Featured review

"Wonderful 30 day stay"

My wife, pet and I just finished a 30 day stay and couldn’t have been happier. Condo was very clean, spacious and well equipped. The owner works very hard to keep you happy and everything in working condition. We...

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$384
avg per night
New
Special Offer
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This expansive 4BR/3BA home with a large heated pool offers comfort, privacy, and plenty of room to unwind. Enjoy multiple living areas, a fully equipped kitchen, Roku TV with live streaming,...

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$265
avg per night
Fort Lauderdale House
Sleeps 16, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Snuggled in the Harbor Beach neighborhood with its lavish tropical landscaping, this residence screams “South Florida Lifestyle”. Steps away from the cruise port, beach, restaurants and shopping, making it the perfect location to enjoy what Fort Lauderdale has to offer. Unwind in the luscious...

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$1,534
avg per night
Panama City Beach House
Sleeps 14, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Newly Listed Beachfront Home! Sleeps 14 (12 in beds & 2 in the sleeper sofa)!!! FantaSea - Wonderful Beachfront Home with 4 bedrooms (additional kids retreat in the converted garage) 3 bath home that sits directly on the sugary white sand beaches of Panama City Beach. ZERO steps to the Beach - You...

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$683
avg per night
Cape San Blas House
Sleeps 14, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Nestled in the serene Ocean Haven neighborhood on the northern end of Cape San Blas, Beach Camp offers the perfect blend of relaxation and fun. This home features a private heated saltwater pool, an elevator for easy access, and a shuffleboard table for friendly competition. With four decks providing...

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Featured review

"Clean"

Very nice, clean and spacious house. Our kids spent a lot of time in the pool and playing shuffle board. Communication with the owner was excellent.

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$564
avg per night
New
Bonita Springs House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

'Our Coastal Escape' Pool Home is available Short Term for Weekly or Monthly rental. Close to Bonita Beach and Barefoot Beaches. This 3 bedroom split floor plan with Den, has been 'professionally decorated' to enhance your Coastal Living experience! The screened pool with a large,...

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$393
avg per night
New
Santa Rosa Beach House
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Blue Mountain Beach

Key Amenities

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

About this property

Welcome to Blue Beach Door 30A, a bright and comfortable single‑family home in Santa Rosa Beach, just minutes from the emerald Gulf and powder‑soft sand. The home is ideal for families, couples, and snowbirds, with a king primary suite, additional guest bedroom, bunk space, and a sleeper sofa so everyone...

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$307
avg per night
New
Port St. Joe House
Sleeps 14, 6 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Sun of a Beach is a true coastal haven, thoughtfully designed as your ultimate escape on Florida's serene Cape San Blas peninsula. This brand-new 6-bedroom luxury home spans 5,978 square feet, crafted for comfort, connection, and seamless indoor-outdoor living.Whether you're gathering with...

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$1,383
avg per night
Fort Lauderdale Condo
Sleeps 10, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Located in a secluded retreat, this ample two-floor suite sits right on the waterfront. The wrap around floor to ceiling windows offer stunning views on the canal. The private patio boasts a dining table fit for eight. The retreat is composed of four suites and common spaces to unwind including a heated...

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$673
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The Bella Downtown Bonita Springs! BRAND NEW BUILDING!!This BRAND new condo in Downtown Bonita Springs offers a vibrant seasonal rental experience, blending walkability to shops and restaurants with proximity to beaches and waterways. The property features a fully furnished, recently updated living...

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$195
avg per night
Indian Rocks Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This fully updated home is walking distance to beach. Sleeps comfortably 6 people. Hot tub coming September 2024!

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$200
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

** Damage from the storm restored! Open for Bookings! **Your Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated vacation rental accommodations. Immerse yourself in modern amenities and local charm, where each space tells a unique story. Whether you...

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$863
avg per night
Destin House
Sleeps 24, 9 bedrooms, 5.5 bathrooms
1 review

Distance to beach: 0.5 miles to Public beach Access

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

*Rates displayed do not include taxes and fees. Please call us at to get complete pricing and book your dream vacation! We can't wait to have you as our guest!Welcome to Daydream Believer!Beach Chairs from March to October! Perfect Location in Crystal Beach! Large Private Pool, Short 3 Minute...

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Featured review

"Family Reunion was Amazing!"

Our family had an amazing week at this property in June. The house was clean, and well equipped. We had enough room for the entire family to feel comfortable! The pool and outdoor chairs were fantastic....

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$831
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to the Queen's Flamingo. A 3br, 2bath, heated pool home. This home has everything you need for a relaxing vacation. The home has a heated salter water pool and spa combination, outdoor covered roof dining, fully fenced in yard with privacy fencing, and a Florida room. The split floor plan...

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Featured review

"Great place to stay!"

We loved the well appointed space and the backyard pool! Everything we needed was supplied, and they even had outdoor things to play with, pool stuff, bikes, masks and balls. We had a great time and are...

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$264
avg per night
Jupiter House
Sleeps 15, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to your very own private oasis in the heart of Jupiter at this luxurious 7 bedroom, 6 bath florida resort. The main house features 5 spacious bedrooms, while a separate guest house offers an additional 2 bedrooms and 1 bath.Recently expanded to 5500 square feet, this property comfortably sleeps...

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$1,175
avg per night
Kissimmee Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 5 miles to Disneyworld and Disney Springs

Key Amenities

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

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Holiday season in Kisimmee"

Excellent vacation in Florida Sunsations. Condo is close to main attractions , restaurants and airport. Excellent communication with owner Barry Paulus. Will return next year.

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$99
avg per night
Destin House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Pet Friendly, Private Pool , Private Golf CartThis beach house is a PET FRIENDLY, 3 bedroom/2 bath, Private Pool, 1 Car Garage + 6 seater Golf Cart, luxury style property! If you are searching for a family vacation rental, your search ends here! "Let it Be" is a 1 story luxury home (no steps)...

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$463
avg per night
Fort Lauderdale House
Sleeps 14, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Architectural masterpiece featuring an open concept living space. Delight in tranquil waterway views from the heated pool area with a tanning shelf, in-pool tables, loungers or the private dock. This villa marvelously sets on the Nurmi Isles, just off the picturesque Las Olas Blvd leading from downtown...

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$1,638
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Golf Condo with fantastic views overlooking the 10th Green, Babcock Lake, and Downtown Babcock. Babcock National Golf & Country Club Vacation Rental A Golfers Vacation Paradise, located in Southwest Florida. This 2nd Floor Terrace Condo has been professionally designed and furnished. Formerly one...

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$124
avg per night
New
Punta Gorda House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Luxury Waterfront Getaway – 5BR/4BA w/ Unobstructed Harbor Views Welcome to your private slice of paradise in Punta Gorda, Florida! This stunning 5-bedroom, 4-bath luxury waterfront home offers unobstructed panoramic views of Charlotte Harbor, blending elegant design with the perfect setting for...

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$198
avg per night
Sarasota House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation.Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private...

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$994
avg per night
Panama City Beach Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Great location across from the Gulf of Mexico with great water views from the upstairs balcony, 2 bedrooms, 2.1/2 baths, sleeps 8. "Paradise" is a townhome located in Pointe Panama at West-end of Panama City Beach. This beautiful unit is two bedrooms with 2 1/2 bathrooms, sleeps up to eight...

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Featured review

"Beach trip 2025!!"

We had the most amazing time! The absolute best place to stay! Perfect area, calm beach with very small amount of people, etc. The beach house was amazing & we will definitely be back next year! Owners...

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$141
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Port Charlotte Beach Park – 15 minutes away

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

️ Coastal Luxury Getaway – Sleeps 8, Near Boca Grande Golf & Beaches! Experience modern Florida living at its finest in this brand-new waterfront home in beautiful Port Charlotte. This 3-bedroom, 2-bath luxury retreat comfortably sleeps up to 8 guests with a king bed, queen bed, and two bunk...

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$185
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Fort Zachery Taylor State Park

Key Amenities

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

About this property

924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy...

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Featured review

"Just Perfect"

Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great...

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$369
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great Location and Spacious Condo"

We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...

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$386
avg per night
New
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Siesta Key Family Getaway – Renovated Pool Home w/ Mini Putt & Outdoor Games! Bring the whole family to this beautifully renovated Sarasota pool home, located just 15 minutes from the world-famous Siesta Key Beach! This bright and stylish 3-bedroom, 2-bath retreat comfortably sleeps up to 10...

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$198
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

MARCH AND APRIL 2025 AVAILABLE STILL! RENTAL INCLUDES: FREE bundled golf (only $30 golfcart rental) On Season Price: $10,995.00 Off Season Price: $5,995.00. Pickleball, tennis, Fitness center, outdoor bar/grill and pools/cabana are all open. Landlord includes 11% Florida hotel tax which makes this a fabulous...

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$367
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Super cute 3 bedroom, 2 bathroom inland home with heated pool. Start your vacation at this split-floorplan home with the welcoming front porch perfect for a morning cup of coffee and the newspaper. Features include a large master bedroom with king size bed and modern en-suite bath with double vanity and...

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$226
avg per night
New
Key West House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, friendly lane with two parking spaces right in the middle of all the action. Four bedrooms (one king and three queens) - each with their own attached bathroom - plus a half bath on the...

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Destin House
Sleeps 22, 8 bedrooms, 7 bathrooms

Distance to beach: 0.1 miles to Private Beach Access

Key Amenities

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

About this property

Experience luxury coastal living at Sun Kissed, an 8-bedroom waterfront estate in Destin’s exclusive Holiday Isle. Enjoy a private heated pool and spa, gated beach access, stunning harbor views, a boat dock with 4 slips, and designer interiors—perfect for upscale gatherings, family escapes,...

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$1,260
avg per night
Cape San Blas House
Sleeps 12, 5 bedrooms, 3.5 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to Sea Esta, your gulf front retreat on Cape San Blas. We invite you to take advantage of this fabulous Gulf front home located in a quiet, less populated area of the beach. This stunning home is the perfect getaway for your group of up to 12 guests. Imagine relaxing on the beach, listening...

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Featured review

"Sea Esta fir a great fall getaway"

We made a last minute decision to visit Cape San Blas and introduce our pups to the beach. Sea Esta was a little bigger than we needed, but we thoroughly enjoyed it. The elevator was a lifesaver. The master...

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$660
avg per night
Bradenton Estate
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Anna Maria

Key Amenities

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

About this property

CASA ENCANTADA, THE ESTATE ON THE MANATEE RIVER! Spend your vacation at a private, secluded estate on 200' of open water with tropical landscaping and a beautiful lagoon...

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Featured review

"Pruett Family"

Stayed here in November with my family and it was an amazing getaway. Captain Julie accommodated every detail. The pool was amazing.. looks like your in your own tropical oasis... private... beautiful views...

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$454
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Picnic Island (by Boat)

Key Amenities

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

About this property

Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally...

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Featured review

"Perfect place"

The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!

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$163
avg per night
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