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Florida Rentals with Private Pool

(3908 rentals)
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Ocean View Condo | Walk-Out Pool Access | Steps to the BeachEscape to paradise in this beautifully updated ocean-view condo at Beach Cottages, ideally located in the heart of Indian Shores. Enjoy the rare convenience of walk-out access to the pool and soak in stunning views of both the ocean and pool...

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$174
avg per night
Destin Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
58 reviews

Key Amenities

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

About this property

Escape to paradise at Sandpiper Cove Unit 2150, a beautifully decorated vacation rental that offers a perfect blend of luxury and beachfront charm. This property comes with FREE Beach Service! This gorgeous property is nestled along the pristine shores of Destin, FL, providing you with a breathtaking...

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$268
avg per night
Okaloosa Island Apartment
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the beauty of the Emerald Coast at Pelican Isle Condos in Fort Walton Beach. This beachfront resort offers stunning Gulf views, private balconies, direct beach access, a beachfront pool, hot tub, fitness center, grilling area, and complimentary parking. Conveniently located on Okaloosa Island,...

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$170
avg per night
Okaloosa Island House
Sleeps 20, 8 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Spacious 8-bedroom/6.5-bath beach home in Fort Walton Beach, Florida, located just across the street from the beach. Designed for large families and groups, this modern retreat features a private pool, hot tub, open-concept living areas, and a fully equipped kitchen ideal for gathering together. Enjoy...

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$612
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,271
avg per night

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Anna Maria Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom
42 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest, condo strategically placed within short walks to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) will keep you CHEERFUL your entire stay! Coastal amenities: ​new King Bed (not pictured), front screened lanai, heated...

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$152
avg per night
Destin Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
36 reviews

Key Amenities

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

About this property

Welcome to your perfect getaway at Sandpiper Cove Unit 4206 in Destin, FL! This spacious 2-bedroom, 2-bathroom pet friendly condo offers everything you need for a relaxing beach vacation. One of its standout features is the private parking space underneath the unit, large enough for your boat or trailer—a...

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$131
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax, unwind, and have fun in the beautiful heated swimming pool with a sunshelf, and an outdoor kitchen. This brand new home, designed meticulously, features 3 bedrooms and a den with a sleeper sofa. The home sleeps 8 and includes something for the entire family to enjoy including an indoor 2 person...

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$174
avg per night
Okaloosa Island Apartment
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the beauty of Florida’s Emerald Coast at the Island Princess Condominiums. This gulf-front resort offers spacious condos with private balconies, stunning Gulf views, beachfront access, gulf side pool, hot tub, fitness center, and BBQ grills. Conveniently located near local dining, shopping,...

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$178
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Welcome to Vista Turquesa! Located in Treasure Island Resort, this condo lives up to it's name by daily delivering undoubtedly the best unobstructed views of the Gulf of Mexico!Our newly redecorated home away from home includes:* Extra Large Balcony with comfortable seating for everyone...

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Featured review

"Excellent condo!"

We enjoyed our stay at Vista Turquesa, its location in PCB is spot on! The condo itself is really nice and the outside porch area super comfortable. Michelle was readily available to answer a phone call...

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$235
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 14 miles to Barefoot Beach preserve

Key Amenities

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

About this property

Come stay in this private home on the lovely Stoney brook golf course. The property boasts a beautiful pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in Stoney Brook of Estero...

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Featured review

"Perfect again!"

We returned to the house after two years and were once again delighted! It is clean, comfortable, and spacious, with nice touches like snacks and drinks upon our arrival. Communication with Brigette is...

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$164
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach, Boca Grande

Key Amenities

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

About this property

Seasonal/half a year/short term time available throughout the year. Vacation in this beautiful 3 bedroom/3 bath Rotonda West home with large private lot, over HALF ACRE . This is a special, very comfortable home with fantastic layout, with a total of 3200 sf under the roof : OPEN CONCEPT with HIGH ceilings;...

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Featured review

"Exactly as advertised!"

This home was just what we were looking for, room to spread out, location, quiet neighborhood, clean and well stocked! The pool in the lanai is perfect, cleaned every week by the pool guy. We used it...

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$159
avg per night
Navarre House
Sleeps 20, 5 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Signature Amenities of this Coastal Retreat:* Spacious 5BR/7BA Home (Sleeps 20) - Over 3,700 Sq Ft* Private Pool + Hot Tub + Poolside Tiki Bar Lounge* Private Dock with Boat Lift + 45 Feet of Canal Frontage* Gulf + Intracoastal Views from Expansive Decks & Lunar Balcony* Event...

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Featured review

"Guitars and tiki bars"

Great house! Nice furnishings and group space. Plenty to do at the house and easy access to beach! Our family loved it!

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$646
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...

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Featured review

"Wunderschön"

Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...

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$249
avg per night
Mexico Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience the charm of Mexico Beach from this beautifully designed modern coastal vacation home located on the Gulf side, less than one block from the beach, approximately 100 yards from the sand. With partial Gulf views from the rooftop deck and bright, airy interiors, this home offers the perfect setting...

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$200
avg per night
Okaloosa Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tropical Isle Condominiums on Okaloosa Island offer a relaxing Gulf Coast retreat in the heart of Florida’s Emerald Coast. Enjoy comfortable condo accommodations, a sparkling community pool, and convenient beach access just steps away. Located near dining, shopping, and local attractions, this unit...

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$137
avg per night
Pensacola Beach House
Sleeps 26, 7 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxury Estate:* Direct Beach Access + Expansive Gulf-Facing Decks* Private Pool with Sand Play Area, Lounge Seating + Gas Grill* Gourmet Chef’s Kitchen with Viking Appliances + 8-Burner Gas Stove* 2 Spacious Living Areas + Upstairs Wet Bar + Bonus Lounge...

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Featured review

"Great place to stay"

This house was clean and equipped with everything you need in the kitchen. The community was very friendly. It was a short walk to the beach. It has taken us longer to get to the beach staying in a condo...

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$802
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
64 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Fantastic one bedroom get-a-way! Tastefully decorated with all the comforts of home such as a Well Appointed Kitchen, Smart TV, and High Speed WiFi to not only make your vacation a comfortable one, but a memorable one as well. Everything you need in this elegant retreat! Don't delay! Reserve your...

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$128
avg per night
Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

About this spaceEscape to this coastal paradise with heated salt water pool & spa, perfect for winter getaways. Minutes to Indian Rocks Beach. Features fire pit, smart home amenities and Outdoor gas barbecue. Ideal for families & extended stays. Pet-friendly. Snow-bird friendlyThe space Three...

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Featured review

"JC"

Una descripción larga es un texto detallado y extenso que acompaña a una imagen compleja o información que no puede ser transmitida adecuadamente solo por el texto alternativo (ALT), proporcionando toda...

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$344
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Hate crowds? Deb's Beach Condos is proud to present Coral Reef 1305! Great location with less crowds and traffic. Amazing sunrise and sunset views. Check out our beautiful spa like master suite with a claw foot tub too!Coral Reef is an 82-unit complex on Thomas Drive, Panama City Beach FL. Two...

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Featured review

"Sister trip"

Wonderful clean condo. Excellent views and location!! Deb is very responsive to anything needed. We are planning our next trip to the same place!!

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$253
avg per night
Fort Walton Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beachfront Bliss! | Pool & Hot Tub | Free Beach Service | Queen Master Bed | Sleeps 6 | Washer/Dryer | Free Activities! Detailed Description: Welcome to Pelican Isle 112 – Robin's Nest, managed by Easy Vacation Services. Robin's Nest is a charming 820 sq. ft. beachfront condo located...

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$131
avg per night
New
Special Offer
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up to shimmering Gulf views and unwind to the sound of the waves at this beautifully appointed 2-bedroom, 2-bath condo in the heart of Miramar Beach. With sweeping vistas from the living room, private balcony, and primary bedroom, this coastal retreat offers the perfect blend of relaxation and convenience...

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$167
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to South Venice Private beach with ferry

Key Amenities

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

About this property

Want that perfect Florida escape? Family friendly? You’ve found it. Quiet street, well appointed home and your very own private pool — all just minutes from gorgeous Gulf beaches. Highlights (a quick skim for an easy read!)Private heated swimming pool with evening LED lightsScreen...

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Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very much!

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$168
avg per night
New
Summerland Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Bahia Honda State Park

Key Amenities

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

About this property

Amenities Galore: Heated pool, hot tub, huge screened in porch, tiki with alexa speaker and hammock, bikes, piano, aerial fitness studio, reverse osmosis drinking water, large TV for streaming, fully stocked kitchen with gas stove. Relaxing blue master bedroom has super comfy king bed and soaking tub....

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$200
avg per night
Haines City Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 14 miles to Legoland

Key Amenities

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

About this property

When you step inside our villa, you will instantly feel as though you are transported right into your very own home! Our spacious and beautifully appointed villa is sure to have everything you need to make your next Disney vacation complete.Enter into the spacious foyer and welcome to our home! Ahead...

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$101
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

5 Bedroom Adventure ChampionsGate Resort Home with Star Wars, Little Mermaid, Private Pool & Toy Story Game RoomHome Highlights* Sleeps Up to 10 Guests * 5 Bedrooms | 5 Bathrooms * Star Wars Bedroom * Little Mermaid Bedroom * Toy Story Loft Game Room * Air Hockey & Foosball * Private...

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$271
avg per night
Redington Shores House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Belle’s Paradise, our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington Shores, Florida. Redington Shores is a bit of a hidden gem, being a quiet, low key beach community tucked between the vibrant cities of Clearwater & St Petersburg. This...

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Featured review

"Superb Location, Well Appointed, Cool Styling + Pool!!!"

What an awesome property! The proximity to the beach is excellent (1 block) and definitely a plus but location was just the beginning!!! The owners have totally updated this Florida beach home with a cool mid-century...

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$150
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Tidewater #1509 on the 15th floor! Primary renter must be at least 25 years of age. Guests may be asked to present their IDs upon arrival or anytime during their stay. The primary renter must be staying in the unit.On-site, enjoy world-class amenities such as private beach access, two lagoon pools...

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Featured review

"Great condo"

Spacious enough for a family of 5, . Modern and comfortable. View was amazing. Plenty of amenities.

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$122
avg per night
Okaloosa Island Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy a relaxing coastal getaway at Summerlin Condominiums in Fort Walton Beach, FL. These comfortable, beach-inspired residences offer spacious layouts, fully equipped kitchens, and private balconies for enjoying the coastal breeze. Guests enjoy easy access to sugar-white sands and emerald Gulf waters,...

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Featured review

"102 Sumerlin"

Absolutely SUPERB! They were willing to accommodate early check-in, but our flight was delayed. Very quick response to our questions. Gave me information on a discounted boat ride. The pool was fabulous,...

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$217
avg per night
Davenport Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into the magic in our Mickey/themed 3-bedroom villa in the gated Ridgewood Lakes Community located in Davenport, Florida. This fun and inviting family retreat features a Gameroom, private pool, and plenty of Disney charm. Located just minutes from world-famous attractions and next to an award-winning...

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Featured review

"Amazing Stay"

We had an amazing time at the villa! Our large family had plenty of room and there was so much to do! The amenities were amazing, with super comfortable beds, tons of things to do and the pool was just...

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$191
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Frangipani on the Eight Lakes close to Tarpon Point Marina, shopping and restaurants is something very special. Built in west location in the romantic Key West style and due to ist privileged location, it is ideal for the perfect fulfillment of your holiday dreams.Plenty of room with sleeping...

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$191
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 6 miles to Yacht Club Beach, Cape Coral

Key Amenities

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

About this property

Enjoy SW Florida coastal living in my stunning new 9th-floor condo! The last half of March '25 and beyond are available! Booking for 2025 Holidays and Winter of 2026. For lucky snow birds, inquire for a monthly rate. Whether you're traveling for vacation, a family visit or remote working, I...

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Featured review

"Great Stay"

This property is beautifully located at Cape Harbour Marina! The unit is so clean and decorated lovely. I really enjoyed the to balconies that are screened in. The beds are very comfortable and the kitchen...

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$110
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

~Beach Chairs Included!~ CELADON BEACH RESORT #1404 in Panama City Beach, FL is a 1 bedroom plus bunk area, 2 bathroom vacation condo complete with all of the conveniences of home. Celadon 1404 has a spacious living room area with wonderful views of the Gulf. Fully stocked kitchen, a washer/dryer in...

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Featured review

"Excellent!"

We had a great trip. Ms Sheryl was so easy to work with as always. The booking process is simple and quick. The condo was clean and well stocked. We look forward to returning next year.

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$104
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key

Key Amenities

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

About this property

Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...

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Featured review

"A Perfect Florida Escape — We’ll Definitely Be Back!"

Making our arrangements with Linda could not have been easier. She was very friendly and helpful and made us comfortable with the transaction from the very start. The moment we arrived, the home itself...

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$182
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6 bathrooms
6 reviews

Key Amenities

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

About this property

Shangri-La | Gated Bean Point Estate — Anna Maria Island’s Most Coveted LocationWelcome to Shangri-La, a rare and extraordinary beachfront estate perched on the exclusive tip of Anna Maria Island at Bean Point — widely considered the island’s most breathtaking and sought-after...

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$2,352
avg per night
Port St. Joe House
Sleeps 16, 5 bedrooms, 5 bathrooms
15 reviews

Key Amenities

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

About this property

5BR, Heated Private Pool, Elevator, 2 Master King Suites, and 1 Queen SuiteWelcome to Panama Dreams! 5 BR, 4 BA +2 half baths, 3200 sq. ft. home is perfect for multiple families. Located in the beautiful Seagrass subdivision with paved roads and community pool with clubhouse. Two Master Suites with...

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Featured review

"Family Beach Trip 2026"

This makes the third summer for our family beach trip at Panama Dreams! We have found the perfect place to make our family trip feel like home for a week! The house accommodates us perfectly!We love...

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$573
avg per night
Cudjoe Key House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

House - 2 Bedrooms, 2 Bathrooms, Sleeps 4. Come enjoy our hidden retreat in upscale Cudjoe Gardens. This home is conveniently located only blocks away from Cudjoe Gardens Marina. This single level home is situated on a crystal clear flow through deep water canal. The home features an in ground private...

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Featured review

"Perfect Keys Home"

We absolutely loved this home! We've been traveling to the Keys for 15 years and this is one of our favorites. A quiet neighborhood which is fantastic. Fred is excellent with communication.

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$217
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

* Complimentary Beach Service - 2 chairs and umbrella included! * AQUA #808 in Panama City Beach, Florida offers one of the best possible locations in the area with convenient access to tons of area attractions and a short walk to Pier Park. This wonderful 8th floor (#808 ) property boasts 1 bedroom...

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Featured review

"Amazing condo!"

Beautiful, cozy, clean & just all around amazing! Would definitely stay here again! Perfect being on the 8th floor right off the elevator, 2 large pools and a hot tub - it was all perfect! Beds were comfortable,...

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$239
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Tidewater Beach Resort #2817 is a beautiful 3 bedroom, 3 bath beach vacation home built around the most incredible views of the world's most beautiful beaches. The panoramic views from this 28th floor condo are some of the best in the area for viewing PCB's spectacular fireworks displays throughout...

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Featured review

"Great place, but unusable shower"

The place was great and looked even better in person. It was perfect for our group. However, one of the shower doors did not close which made that bathroom unusable. Maintenance came, but never fixed the...

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$181
avg per night
Pensacola Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-FriendlyWake up to shimmering Gulf views, spend your days with your toes in the sugar-white sand, and end each evening watching the sunset from your private balcony. Tucked away at the peaceful...

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$330
avg per night
Key West House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Island Paradise, your serene retreat in the heart of Key West, Florida! Located in Old Town, Island Paradise is just a half block from the world-famous Duval Street. This charming property offers 2 bedrooms and 2 bathrooms, perfect for small families or couples looking for a relaxing and convenient...

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$180
avg per night
Key Largo House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ideal getaway in Key Colony Beach, FL! This charming 2-bedroom, 2-bathroom half duplex is brand new to the vacation rental market and offers everything you need for a relaxing and unforgettable stay. With deep water dockage, you’ll have easy access to the sparkling waters of the...

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$250
avg per night
Davenport House
Sleeps 19, 8 bedrooms, 6 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

8 Bedroom Windsor Island Resort Home with Star Wars Game Room, Frozen & Mickey Bedrooms, Private PoolHome Highlights* Sleeps Up to 16 Guests * 8 Bedrooms | 6 Bathrooms * **Star Wars-Themed Game Room** * **Frozen-Themed Bedroom** * **Mickey Mouse-Themed Bedroom** * Private Screened Pool...

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Featured review

"Nationals 2023"

Best rental property I’ve stayed in by far … the team and I had a great time .. house was perfect from the layout to the bedrooms and game room

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$268
avg per night
Destin Condo
Sleeps 4, 1 bedroom, 1 bathroom
32 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your canal-front retreat, Unit 2055 at Sandpiper Cove resort, nestled in the heart of Destin, Florida! This 1-bedroom, 1-bathroom condo with a bonus bunk room is perfect for couples or families looking to enjoy the best of coastal living. Experience the ultimate waterfront getaway in this charming...

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$125
avg per night
Rotonda West House
Sleeps 5, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

*Availability: June-October 2024 (Please check the calendar for available weeks.)This spacious, bright, and open living concept, pool home affords plenty of privacy and lots of room for both you and your guests. Vaulted ceilings in the large living room, recessed lighting in the kitchen, and seamless...

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Featured review

"Winter retreat"

The few issues that came up were immediately addressed. We enjoyed your property and look forward to staying there next year

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$106
avg per night
Pensacola Beach House
Sleeps 25, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of The Beach House:* Large private pool with patio seating, grill, and tropical landscaping* Golf Cart Available for Rent (6-Seater)* Deeded beach access just steps away on scenic Ariola Drive* Fully renovated interior with new furnishings, décor, and upgraded...

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Featured review

"Beautiful and Spacious for our family!"

We love the decor! We have enough room for the whole family and we where right across the beach! The concierge text was always at our service! My favorite vacation home!

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$651
avg per night
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

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$733
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to park: 5 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

15 Mins to Disney | Private West-Facing Pool | Game Room | High-Speed 600 Mbps Wi-Fi Experience the ultimate Florida getaway at this stunning villa in the prestigious Indian Ridge community. Whether you're here to conquer the theme parks or soak up the sunshine in your private backyard sanctuary,...

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$237
avg per night
Bradenton House
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book • Private heated pool + hot tub (complimentary heat) • Pet friendly (up to 2 dogs, fee applies) • Short drive to Anna Maria Island beaches • Fully equipped home with washer/dryer • Beach gear included (chairs + towels) • Quiet, relaxing neighborhood •...

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$195
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Some beach homes make you want to get out and explore. Cape Me Away makes you want to stay in — and then go to the beach — and then come back and sink into the soaking tub with the Gulf view still playing in your mind. This bright, cheerful end-unit townhome in the gated Barrier Dunes community...

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Featured review

"Perfect Paradise"

Barrier Dunes is a perfect empty nesters paradise! The units are conveniently located near the gorgeous, sandy Cape San Blas beach with miles of sand to walk on. Some of the most spectacular sunsets are...

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$163
avg per night
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