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Florida Rentals with Private Pool

(3795 rentals)
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

This cozy intracoastal condo is situated in the well known Sea Club Resort, a resort style building with a private fishing dock, heated pool, shuffleboard and BBQ grills. It's location offers the privacy and serenity of the Intracoastal Waterway with an opportunity to view local wildlife (fish, dolphins,...

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Featured review

"Location& property was great"

Property was great, clean and comfortable. Balcony was nice for am coffee or lunch. Perfect for our needs. Pool area was nice w/large heated pool and lounge chairs. Grills were located on the inlet water...

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$183
avg per night
Okaloosa Island Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Book your dream vacation at Sea Oats condominium located on Okaloosa Island in Fort Walton Beach, FL! This gulf front beauty sits on the powder white sands and emerald green waters of The Gulf of Mexico. Use the private beach access, take a swim in the gulf front swimming pool, soak in the indoor or outdoor...

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$346
avg per night
New
Okaloosa Island Apartment
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Get ready for the ultimate beach escape with Beach Weekend! When you book our Island Princess condo on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy...

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$283
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

*Fall 2025 Updates... New Queen bed in guest bedroom! Palazzo offers one of the finest settings of any beachfront condo development in the area. Located on the quieter west end of Panama City Beach. Our beautifully updated condo on the 11th floor (#1107) offers everything you could need for a relaxing...

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Featured review

"Very nice!"

Really enjoyed our stay at Palazzo 1107. The unit was ready and very clean when we arrived at check in time. The kitchen is pretty well stocked except for knives. They could use some larger knives. We had...

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$384
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home...

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$1,378
avg per night

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Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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Featured review

"Very nice home"

Home was very nice. The whole backyard is like paradise. Overall great experience.Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when...

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$800
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to Beachy Keen, your dream getaway on beautiful Anna Maria Island! This bright and spacious 5-bedroom, 4-bathroom home comfortably sleeps up to 12 guests and offers everything you need for a relaxing and memorable beach vacation.Step inside...

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$636
avg per night
Davenport House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Distance to park: 10 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...

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Featured review

"Beautiful House"

My family and I stayed at this house for 2 weeks, it worked out really well for us, the house was spacious, decorated beautifully and we really loved the pool and spa, we will definitely stay at this house...

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$165
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
21 reviews

Distance to beach: 9 miles to Englewood Beach

Key Amenities

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

About this property

APRIL SPECIAL $195 APRIl 24 into MAY. Message Me!!Welcome to our beautiful Florida retreat, Villa Sea-Esta Palms. You will feel at home and comfortable the minute you walk thru the door! This is a home, and not a beat up rental. This spotless clean, Spacious 3 bedroom, 3 bathroom with 2 master...

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Featured review

"Beautiful Florida Home"

Great family friendly rental. The pool was a hit with our three boys! The home is fully stocked with everything you need, clean and accommodating. Beautiful beaches within 10 min from home. Judy is also...

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$187
avg per night
Pensacola Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

0.2 Mile Walk to Florabama | Luxury Resort | Heart of Perdido Key | 500 Feet Private BeachDiscover an inviting beachfront getaway at Spanish Key 104 in Perdido Key, proudly managed by Beach Getaways, where this beautifully appointed condo offers effortless access to the private beach just steps away....

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Featured review

"Beautiful Unit"

This is a beautifully decorated and maintained unit. The kitchen had plenty of everything except a cookie sheet which we purchased and donated to the cause. Super easy to access being a first floor unit...

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$389
avg per night
Madeira Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 500 feet to Madeira Beach

Key Amenities

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

About this property

Single Family Home located on the intercostal water of Boca Ciega Bay. Fish off the dock in the back yard along side the inground pool and just steps from the Gulf beach out the front door. There is a spacious master bedroom with a king bed and a second smaller bedroom with a queen size bed. Two full...

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Featured review

"Great stay!!"

Such a wonderful house and wow, the pool on the inlet is amazing!! Sunrises were gorgeous from the dock. House has everything you need for the stay. Bed was very comfy and nice updated bathrooms. Location...

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$250
avg per night
Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill~Ocean View!Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30′...

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$324
avg per night
Fort Lauderdale House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Pure escapism at its finest. Relish the serenity of this quaint boho chic style bungalow nestled in Fort Lauderdale s most sought-after neighborhoods in beach proximity. Unwind in the tropical garden with its heated pool, loungers, dining and grilling area. It s just a short ten minute walk or two minute...

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Featured review

"Beautiful house, beautiful area."

Beautiful, spacious house in Fort Lauderdale Harbourview neighborhood. Clean and comfortable, large rooms, great pool, well-equipped kitchen.TV's need to be on the same cable system; 4 TVs, 4 different...

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$627
avg per night
New
Destin Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
19 reviews

Key Amenities

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

About this property

Welcome to Barefoot Sands Unit 1147, your perfect beachfront retreat at Sandpiper Cove in Destin, FL. This first-floor condo, featuring two bedrooms and two bathrooms, has been meticulously remodeled to provide you with a luxurious and comfortable stay. This property comes with FREE Beach Service! This...

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$382
avg per night
Marathon House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained two bedroom two & a half bath home situated on Sombrero Beach Road. This charming getaway is within walking/biking distance...

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Featured review

"We had a very nice visit."

171 10th St. The duplex was very neat. We loved the screened in back porch (had to keep the fans going because of the heat). The pool chairs lacked comfort but we had seen that in the pictures and brought...

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$321
avg per night
Kissimmee Villa
Sleeps 12, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Welcome to Whimsical Mouse Manor! This 5BR/5BA Disney-themed villa sleeps 12 and features a private pool, Dumbo arcade, and magical bedrooms. Located in Windsor Hills Resort, just 5 minutes to Disney. Free pool heat, crib, smart TVs, and resort waterpark access included. Family fun awaits!The Space Welcome...

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$392
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 4.5 bathrooms
6 reviews

Key Amenities

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

About this property

Tastefully furnished and equipped property at Windwood Bay. This expansive, open design, 5 bedroom 4.5 bathroom two story home in a well-established community with a mix of residential and vacation/second homes. Enjoy your private, screen-enclosed, heated pool and in ground spa complementing a large deck...

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Featured review

"Wildwood bay"

Absolutely beautiful home so comfortable, clean, excellent location, so private and peaceful, highly recommend,

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$192
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

This east end corner unit located at Palazzo on the 11th floor ( #1101) allows you to enjoy the incredible views this condo offers from the all of the windows to the balcony. This 11th floor end unit actually has an approximate 15th floor elevation due to the four levels of covered, elevated parking for...

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$481
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Escape the hustle and bustle while still indulging in all that Panama City Beach has to offer at our beachfront condo with breathtaking views. Nestled in Laguna Beach, where the pristine beach remains untouched, get ready to create unforgettable memories! Simply bring your toothbrush and clothes, and...

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$257
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

View all property information

Featured review

"Great getaway !"

A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .

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$867
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Perfect vacation"

We had a great time on the island. The condo seemed to be completely remodeled. It was comfortable and convenient to the beach, grocery store and restaurants. We like the bottom floor and ready access...

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$157
avg per night
New
Destin Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

The spacious 2-bedroom, 2-bathroom condo offers everything you need for a relaxing and memorable stay in Destin, FL. This condo comfortably sleeps up to 7 guests and offers all the comforts of home in a beautiful resort setting. Located behind the tennis courts, Unit 4234 provides a peaceful and private...

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$221
avg per night
Cape Coral House
Sleeps 10, 5 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Southern ComfortSouthern Comfort is an oversized, breathtaking five-bedroom, three and a half bathroom luxury Villa with amazing amenities. Southern Comfort is situated in the highly desirable SW Cape on a small peninsula off of Cape Coral Parkway with views of one of the 8 Lakes. The home...

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Featured review

"All the amenities for an extended stat"

We really enjoyed this property for the 7 weeks we stayed. It was a bit of a drive to the places we normally go and there's no restaurants or shopping within walking distance, but we would stay again for...

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$278
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Beach House – Luxury 5-Bedroom Retreat with Pool & Jacuzzi 403 42nd Street, Holmes Beach, FL 34217 VRC 5 Bedrooms | 6.5 Bathrooms | Sleeps 12 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome to Paradise...

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$884
avg per night
Anna Maria Island Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....

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$375
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Fancy FlamingoFancy Flamingo is a gorgeous, breathtaking three-bedroom, three full bathroom luxury Villa with amazing amenities. The property is situated in highly desirable NW Cape Coral quadrant with Gulf Access and western sunset views. This home will give you tranquility, nature and...

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$251
avg per night
New
Destin Condo
Sleeps 4, 0 bedrooms, 1 bathroom
18 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sandpiper Cove Unit 8233 is a beautifully remodeled studio just a 3-minute stroll from the sugar-white sands and emerald waters of Destin. This peaceful space exudes the perfect blend of comfort and convenience, featuring a fully equipped kitchen with granite countertops and all the essentials. The cozy...

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$159
avg per night
Key West House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

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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$182
avg per night
Miramar Beach House
Sleeps 16, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shore Beats Work Where relaxation is the only deadline!To see a quote, simply click "Book Now" and enter your possible dates on the Destin Beach VIP calendar.From twinkling lights to shoreline nights—your holiday escape awaits. *Contact us today to ask about our off-season...

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$762
avg per night
Marathon House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

This 3 bedroom, 2.5 bath single-family modern home is great for entertaining! Enjoy the outdoor area with a pool and a separate hot tub or catch a game of pool on the main floor. This home is located on the 63rd Street canal and being ocean-side, it's just a quick trip out to sea where you'll...

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Featured review

"Loved Keys Retreat"

Spent Thanksgiving week at The Keys Retreat. Perfect location, house was very clean and kitchen stocked with everything you need. Really enjoyed the outside area in the pool and jacuzzi.

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$364
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Deb's Beach Condos - This Panama City Beach gulf front ground floor 2 bedroom condo is perfect! Regency Towers 119! Fully updated, well equipped kitchen and beautiful views from your screened patio! Accessibility with ramps to beach, walk-in shower with grab bars. Perfect for young to old!No...

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$395
avg per night
Destin House
Sleeps 18, 5 bedrooms, 5 bathrooms

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

*Rates displayed do not include taxes and fees. Please give us a call at to get a complete quote and book your dream vacation today! We cannot wait to host you!WELCOME TO "CRYSTAL WAVES!"Free Beach Chairs Thru October! Less Than 2 Blocks to the Beach! Cruiser Bikes & Gas Golf Cart...

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$1,043
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The CondominiumThe Sherwin is a high-rise luxury oceanfront condominium in Daytona Beach, Florida. This beautiful building will meet all your needs during your vacation time. The Sherwin is 20 floors high with a spectacular full height atrium/lobby. The atrium/lobby is elegantly furnished and includes...

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$233
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recently renovated and beautifully updated, My Way is a stunning 2-bedroom, 2-bathroom condo located just steps from the soft sands and sparkling waters of Bradenton Beach. Perfectly positioned right across the street from the beach, this stylish retreat combines comfort, convenience, and coastal charm....

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$193
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW! Cozy condo on the beach with ocean views! This condo has comfortable furniture and a well-equipped kitchen making you feel right at home. The spacious master has a large ensuite bath, private balcony access and an office station with desk and chair. The private balcony offers ocean views, ideal for...

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Featured review

"Great Location, almost perfect"

Being right on the beach was so convenient, we went back and forth from the pool to the beach all day long! The King size bed in the master was probably the most comfortable bed I have ever been in. My...

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$259
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

Just minutes from Vanderbilt Beach and Delnor-Wiggins Pass, Pool Paradise is a vibrant coastal retreat with a private pool, hot tub, and lush tropical landscaping. The backyard invites long afternoons under the palms with a shaded lounge area, gas grill, and plenty of space to lounge. Inside, refreshed...

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$233
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine new heated saltwater pool with a spillover spa and sun ledge, outdoor living and dining space, pool toys and lawn games. The updated 3 bedroom, 2 bath interior is bright and spacious,...

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Featured review

"Family vacation, great pool"

The pool and hot tub was definitely the highlight of this place. The second place award goes to the large wifi/TV that allowed us to view some family videos from our laptop onto the big screen, as well...

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$394
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to Villa SunshineQuiet SW Cape Coral neighborhood, serene setting with an open view of the swimming pool, hot tub, canal basin and tiki hut. This 4 bedroom, 2 bathroom house and three-car garage is a great seasonal vacation rental. Immediately when entering the large front door one is impressed...

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Featured review

"Sadly, had to cancel."

The cancellation process was a breeze. Our agency was very understanding. We would use them again.

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$181
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Palma Rosa! Embrace the tropical lifestyle in this clean and updated home with a private screened & heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and spacious with cheerful coastal decor, and nearly every room flows directly to...

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$385
avg per night
Marathon Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Check out Anglers at Sombrero Canal Front Townhome with a private pool and 30 ft of dockage! Just minutes to the stunning Sombrero Beach, this Villa-style home is perfectly located in the heart of the Florida Keys. This newer built villa offers beautiful views of the canal and surrounding neighborhood....

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$429
avg per night
Panama City Beach Condo
Sleeps 5, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Our beautiful, low 7th floor (#706) condo will sleep 6 comfortably with a King Bed in the master, 2 twin size bunk beds for the kids, and the queen sleeper sofa in the living area. Two fully updated bathrooms, washer/dryer, beautiful tile, and granite countertops are a few of the must have features of...

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$220
avg per night
Orlando House
Sleeps 24, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Storey Lake - Kissimmee is a brand-new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses, and many are within a 10-minute...

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$488
avg per night
New
Destin Condo
Sleeps 4, 0 bedrooms, 1 bathroom
34 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sandpiper Cove Unit 8220, your tranquil retreat just a 3-minute walk away from the pristine white sands of Destin, FL! This beautifully updated studio offers the perfect blend of comfort and convenience for your perfect beach getaway.Step inside to discover a cozy yet modern space, thoughtfully...

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$156
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the island...

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$495
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Paraíso Del MarIntroducing our newest luxury vacation rental nestled in the prestigious community of Marathon. This brand-new build epitomizes elegance and sophistication, offering an unparalleled experience for those seeking the epitome of luxury in the Florida Keys.Set amidst lush tropical...

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$930
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 15 miles to Disney's Hollywood Studios

Key Amenities

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

About this property

Located in a very quiet, private community, this four-bedroom Pool & Spa villa is the ideal choice for any family holiday to Orlando. Shops, restaurants and golf courses are all within easy driving distances, with Disney theme parks being approximately 15 minutes away. Universal, SeaWorld and International...

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Featured review

"Your perfect home away from home!"

We have been staying at rentals in the Davenport are for close to 10 years. This home is by far the best! Not only is the home well cared for and clean it had all the necessities we needed. Very spacious...

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$171
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Beautiful bayfront house, private pool and dock, right in Downtown Islamorada Relaxing is made easy at Coral Cove 8, moving from open, airy living spaces to your own private pool. Bright modern finishes meld with traditional Key West style, Coral Cove 8 offers island living in style. This retreat is...

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$1,250
avg per night
New
Okaloosa Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Your beach escape awaits - and just steps from the sugar-white sands and emerald -green waters of the Gulf. This updated condo blends coastal charm with modern design which allows you to come in and start enjoying your vacation. Step out onto your balcony with pool views or enjoy resort-style amenities...

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$245
avg per night
Kissimmee Villa
Sleeps 11, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Free pool heat on bookings between 13th April uro 9th May 2026. Now also taking bookings for 2026/27. Sleeps 11 people plus 1 infant using travel cot. Welcome to “Hibiscus on the Lake” with a true south facing pool/spa. The villa has stunning, uninterrupted views of the largest lake with...

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Featured review

"Great location"

Stayed here in April for 2 weeks as a family of 6 adults. Villa is in a great location with easy access to the parks. It is on the main lake with beautiful views. Lots of wildlife. Saw a family of otters...

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$259
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to our very recently refurbished beautiful holiday villa for you to enjoy in the Florida sunshine!When you walk through the door into your Orlando vacation home you are greeted with a wonderful family room with comfy furniture and 58" flatscreen smart TV, with views out across the large...

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Featured review

"An Amazing Villa"

We had a wonderful time at the Manor Palm Villa. The villa is superb in every respect. Extra large pool for a good swim and a lanai to relax in comfortable outdoor furniture. The villa was VERY well equipped...

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$212
avg per night
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