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Florida Snowbird Vacation Rentals

(3353 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Last Minute Deal
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 3 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Completely Renovated 11/23About this rental • Sleeps: 6 • Bedrooms: 3 • Bathrooms: 2.5 • Property Type: Townhome • Minimum Stay: 10 - 31 nights • Living Area: 1600 sq. ft.3 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed...

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Featured review

"Meadowlark Townhouse"

Getting away from winter for a month and staying at this wonderful townhouse was a dream of a lifetime! The place was perfect for us both inside and out. There was plenty of room to cook, hang out together,...

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$147
avg per night
New
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

No steps! Professionally decorated for comfort and style this open floor plan ranch style Villa has soaring ceilings. Curl up with a movie on the 50" TV on the finest luxury leather we could find. Fully equipped stainless steel kitchen with everything you could possibly need. Stainless steel grill....

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$165
avg per night
Daytona Beach Shores Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 20 feet to Atlantic Ocean

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to your vacation beachside oasis in this quiet quaint community, fully furnished Mediterranean townhome located only steps to the ocean and river! This comfortable 2 bedrooms, 2 ½ bathrooms townhome accommodates up to 6 people comfortably. This home features a gated private courtyard with...

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Featured review

"Perfect"

My husband and I stayed here 3 1/2 months and would recommend this place to anyone. It is just as pictured, clean, light and homey. Sonja and her husband are great to work with. Everything is nearby,...

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$186
avg per night
St. Petersburg Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to St. Pete Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your coastal retreat at the Boca Cabana! Come experience the best of beachside living in this 3-bedroom, 2-bathroom condo at Bermuda Bay Beach & Racquet Club. With its private beach, heated pools, hot tub overlooking Boca Ciega Bay, and delightful beach themed rooms, this condo offers...

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Featured review

"Best Stay Ever!"

This was our third time staying at Bermuda Bay, our first time at Boca Cabana. Our expectations were met at every level. The condo was very well decorated and clean. We enjoyed the beautiful screened...

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$150
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Renovated Two bedroom In a duplex walking distance to the ocean and the intercoastal river way, perfectly located to all that Ormond Beach has to offer. Beautifully updated costal kitchen with breakfast nook. Large open floor plan including dinning area, living room with large screen TV. Each bedroom...

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$117
avg per night

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Special Offer
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Wonderful Stay!"

Another Wonderful Stay!Just returned from a fantastic 2-week stay at this beautiful Florida villa—our third time visiting, and it never disappoints! The villa was spotless and extremely comfortable,...

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$206
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...

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$204
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

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Featured review

"Will come back whenever in area"

Very spacious Villa in excellent location with quiet neighbourhoud. Next Walmart and restaurants only a few minutes away. Check-In easy. Good communication with hosts and fast answers. We loved the atmosphere...

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$166
avg per night
Vero Beach House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 150 yards to Vero Beach

Key Amenities

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

About this property

Gorgeous home in a small private gated community. Large master with ensuite and sitting area. Spacious open-concept kitchen and family room. Tranquil outdoor patio and pool that is truly a focal point of the home. You will spend hours enjoying nature in the screen-enclosed outdoor living space. ...

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Featured review

"WOW"

WOW! We loved it!The place was lovely - spacious, clean, well appointed and comfy. It has a great vibe. The open layout offered lots of areas to gather. The location was amazing - 4 houses from...

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$295
avg per night
Destin Condo
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beautiful sand and energetic wave action. If you love the sound of the surf and beautiful white crystal sand, this is it. Beachfront. Three cartwheels to the water. The Unit sleeps 4-5 and is 1100 square feet located on the first floor. Parking just outside off street. Extra parking too across the street....

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Inquire for rates

Davenport House
Sleeps 12, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Thanksgiving Week Deal: Early Check-In or Late Check-Out Included at 1pm!Step into luxury at this Champions Gate Retreat! This beautifully updated home offers everything you need for a perfect vacation. Relax in the private pool & spa, or head indoors for some friendly competition in the game...

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$250
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft and 4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm.Step inside to discover...

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$797
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants...

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Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope...

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$248
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Make plans with friends and family to the Sunshine State and stay at this beautiful 3-bedroom, 2-bathroom vacation rental in Cape Coral! This sunny home boasts spacious living areas, a private heated pool, screened-in lanai, and much more, making your vacation time more enjoyable. Spend your days relaxing...

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Featured review

"a very pleasant place"

We rented this home in April 2025. a very clean, up to date home, in a quite canal filled neighborhood.. Mike had all the linens, towels and a complete kitchen stocked. The pool was heated by solar roof...

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$193
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$381
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

***PLEASE USE PROPERTY LINK IN HOST BIO FOR RATES, QUOTES, AND DIRECT BOOKING***.You may use the “contact host” form on this site for other general inquiries.We are private condominium owners and not a management company. We pride ourselves in providing nothing short of a spectacular...

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Featured review

"Great condo"

Great condo with amazing views, comfortable furnishings and a wonderful host!!! We will certainly stay here again.

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$231
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Thank you very much for your interest in Villa Grand Bay Royale. As you can see in the pictures, a boat dock is currently being constructed at the property. Completion is scheduled for mid to late September 2025. You can already find design renderings of the planned boat dock in our listing. Once construction...

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$471
avg per night
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodeled condo, the largest in the community, offers unobstructed, 8th-floor views that will take your breath away. Picture yourself stepping onto the expansive terrace and feeling the cool...

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$1,129
avg per night
Panama City Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Emerald Isle 2103 Panama City Beach, FloridaWelcome to Emerald Isle 2103! This Gulf-Front, 2 bedroom, 2 Bath unit is located on the 21st floor and has a spectacular vista of the Gulf of Mexico.NOTICE BEFORE BOOKING! There is a $40 fee per parking pass, additional passes are $40 Payments are...

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Featured review

"Great Condo!"

My wife and decided to try Panama City Beach this year for our month long getaway. The condo was conveniently located near shopping and dining options.The condo worked great for us and our family...

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$77
avg per night
New
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Relax on the high floor terrace with gorgeous views of the Gulf and Ten Thousand Islands from gated Cape Marco's exclusive Monterrey Condominium. You have unobstructed views and privacy from the terrace, which is accessible from the kitchen, family room and master bedroom. Additional photos provided...

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$333
avg per night
Last Minute Deal
Panama City Beach Condo
Sleeps 5, 1 bedroom, 2 bathrooms
78 reviews

Key Amenities

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

About this property

Florida's beautiful Emerald Coast on the Gulf of America. Desirable WEST END beach location---quiet, yet only a few minutes to all the action. Enclosed climate controlled overhead walkover from parking garage to resort. Condo accommodates 5 comfortably with 2 full baths, Master Bedroom, Bunk Area...

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Featured review

"Exceptional"

We have been booking with Ms Sheryl for several years and will continue to do so. She is so easy to get in contact with, booking process is super easy and she’s a pleasure. The condo is perfect, super...

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$171
avg per night
New
Punta Gorda House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to Tucker's Cove, the newest community in Babcock Ranch! This stunning Sylvester model home offers:4 spacious bedrooms 3 modern bathrooms Fully furnished Cover Lanai 2-car garage Premium location and lake view Beautiful landscaping and outdoor spaceFeatures:Fully furnished...

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$114
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Private pool
  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you Dolphin Key 206.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and our Properties....

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Featured review

"Needs a little TLC"

Very nice condo but starting to show signs of wear and tear. The location of the condo is great and convenient for many amenities especially the wonderful beach. The huge terrace is really great but there...

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$213
avg per night
New
New Smyrna Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully updated 2 bedroom 2 bath corner unit ocean front condo for rent. Ponce De Leon Towers has a recreation room with pool and ping pong tables, full kitchen/refrigerator, books galore to borrow, and it leads out to the relaxing pool deck. The outdoor amenities include shuffleboard courts, grilling...

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$263
avg per night
Special Offer
Deerfield Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

1-week minimum. Fabulous views and relaxing ocean breezes, you can't get any closer to the beach and the tropical blue sea than this!Your private balcony patio is the perfect place to start your day with the amazing sunrise over the tropical waters of the Atlantic Ocean on Deerfield Beach....

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Featured review

"Beautiful condo with gorgeous views"

We loved our stay in Ocean Club Unit 302, the perfect place for our beach vacation. The unit was immaculately clean, beautifully updated, and thoughtfully supplied with everything you need for an incredible...

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$400
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The...

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$833
avg per night
New
Inverness Apartment
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Welcome to old Florida. Enjoy a comfortable one-bedroom house perfect for your getaway! Located just an hour away from Orlando and Tampa, and only 40 minutes from the nearest beach. This cozy home features a comfortable queen bed, a futon, and a folding queen floor mattress. Enjoy the outdoor patio with...

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$68
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Distance to beach: 160 feet to Estero Island Beach

Key Amenities

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

About this property

Welcome to our luxurious top-floor beachfront condo on Estero Island Beach Villas, the perfect vacation rental for those seeking stunning Gulf views, on beach access and modern amenities. Located on the pristine North end, our freshly updated condo offers panoramic views of the Gulf from the living room...

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Featured review

"Wonderful beach vacation!"

The condo building is easy to get to and to leave the island. Close to shopping and restaurants which is a plus. The parking is wonderful. The door is a combination lock which is nice. The view from...

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$376
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Venice Beach, Shark'y or Manasota

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our remodeled Tropical Vacation Home has everything for your living needs. 3 Bedroom with Office/Den. We are only 5 minutes to downtown and the close by Gulf of Mexico. Come enjoy our tropical beaches, golf, shopping, great dinning, fishing or just relax in our warm Florida sea side climate. Our home...

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$144
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

The Island's End Resort Complex has been fully restored after Hurricane Ian and the beach in front of the complex has been refurbished. This fully updated beachfront condo provides the best of both...a large beach overlooks the Gulf of Mexico, and because Island's End is the most southern building...

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Featured review

"5 star...wonderful"

I can't say enough good things about our stay with Holly and Skip. Working with two friendly and helpful people made our vacation that much more relaxing. If you are looking for a condo on the quiet side...

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$209
avg per night
Pompano Beach Villa
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

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

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Featured review

"Enjoyed the location"

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

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$248
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2,5 bathrooms LOCATION: 2116 SW 8th Pl Cape Coral, FL, 33991, US BUILT IN: 2020 LAST RENOVATED: 2025 – new vegetation around the house MAIN FEATURES: Pool (electronically heated) Golf course within walking distance (10min) Accommodates...

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$204
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

END UNIT WITH WRAP AROUND DECK Unit 715C - SUMMERHOUSE CONDO'S2 BEACH CHAIRS WITH UMBRELLA - COMPLIMENTARY MARCH THRU OCT.I'm sure you will love this end unit with a wrap around deck offering beautiful view both day and night. Completely upgraded with granite counter tops in kitchen...

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Featured review

"715C"

Once again, this unit did not disappoint us Extremely well maintained and spectacular views. We are already booked in again for next year. Thank you Jean and Bill.

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$250
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Beautiful, fully remodeled waterfront home with water on both sides! Ocean and lagoon views from bedrooms, dining room, balconies and kitchen. Cable TV with premium channels and wi-fi internet access. The home is in a quiet neighborhood on a cul-de- sac and very convenient to Tavernier or Islamorada...

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Featured review

"A rental that exceeded expectation"

A well maintained home in a perfect quiet setting. The owner Patrick was outstanding to work with and made sure that all was in order. He is an excellent communicator. Welcome bottles of wine greeted us....

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$300
avg per night
New
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 750 feet to Jetty Park

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

From sunrise to sunset the views are incredible. Located on the Indian river lagoon in a 55 + community, all that’s missing is you. Walk to about everything, restaurants,beaches, groceries, and more. The complex includes a pool and full service clubhouse, located across the street. Tennis Pickleball...

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$150
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 3 bathrooms
17 reviews

Key Amenities

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

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for...

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Featured review

"Unreal stay"

We had a great week and it was everything they said it was. Stayed in the location before and we will definitely book again.

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$121
avg per night
Safety Harbor Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Cozy 2/1 Walkable to dwtn Safety HarborWelcome to our charming 2-bed- 1-bath apartment in the heart of Safety Harbor Downtown! This modern and stylish apartment offers perfect base for your stay, with its prime location just steps away from all the local shops, restaurants, and attractions. Explore...

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$171
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 222 SE 1st Ter Cape Coral, FL, 33990, US BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Water/canal view Very close to entertainment (bars, restaurants, Sun Splash Waterpark) Fully stocked beach equipment...

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Featured review

"Perfectly appointed Cape Coral Vacation Home"

The owners of this home fully understand what the VRBO customer is looking for. Everything you need to make a home rental feel like a home is in the house. Upon arrival, everything was spotless, and we...

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$195
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at I do rent 8 condos at the Sandcastles in Cocoa Beach so if this one will not work for you please let me know and I will do my best to help you.2 Bedroom 2 Bath side...

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Featured review

"Unit 615"

Unit 615 was all that we had hoped for and more. The unit is well appointed and very clean. While this is an Oceanside unit the view was very nice. The heated saltwater pool was incredible and an added...

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$176
avg per night
Key West Condo
Sleeps 4, 1 bedroom, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the...

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$270
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...

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$209
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and...

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$903
avg per night
New
Ave Maria House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Now Available – Fall 2025 & Winter 2026 Seasonal Retreat at The National Golf & Country Club Discover the perfect balance of luxury, leisure, and lifestyle in this exquisite Maria plan home located in the highly sought-after National Golf & Country Club at Ave Maria. This turnkey furnished...

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$264
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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$102
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bonita Beach

Key Amenities

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

About this property

* The dates are available if they are shown as open on the calendar. The rates per month are listed under the rates tab**Little Bonita Cottage Near the Sea: 2-bedroom, 2-bathroom Cottage in the heart of Bonita Springs, a short journey from the soft, sandy shores of Bonita Beach. Situated just a...

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Featured review

"Cheerful home in wonderful neighborhood"

My wife and I enjoyed a nearby month long stay and were both quite pleased with these accommodations. We found the home to be comfortable, tastefully decorated, comfortable king bed, light, bright and...

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$201
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
42 reviews

Key Amenities

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

About this property

Tropic Winds Unit 1109 Outdoor Balcony Tuscan Tile - FREE Beach Serv March 15th - Oct. 2022 - End UNIT! Luxury Corner Unit! Massive views! Master Bedroom - King Bed Guest Bedroom - 2 Queen Beds Sleeps 6 - Unit 1109 - Corner Unit on the 11th FloorTransient Rental Business Tax Receipt Number...

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$205
avg per night
Miramar Beach Townhome
Sleeps 10, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

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

About this property

A True Gulf Front Townhouse (4 Bedroom, 3.5 Bath). Great Views, Great Location and Great Rates _________________________ Thank you for your interest in my beachfront / Gulf Front property in Destin / Miramar Beach, Florida. I would be very happy to have you as my guests and hope that the information...

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Featured review

"1002 Majetic"

Great condo! Lots room. we will be back!! Clean. Beauitful. Pleanty of beds. Loved the location and bring able to buy ice at the resort

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$338
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers

Key Amenities

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

About this property

NEW LISTING, 3 Bedroom, 2 Bath Condo. 2nd floor unit, no noise from above and people below are very quiet.

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$109
avg per night
Naples Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

This comfortable spacious luxury villa was built in 2014, generously equipped with modern and high quality furnishings. The equipment offers optimal living quality.The floor plan of the house and the pool area gives you a very good impression of the generosity. In total, the house has 4 bedrooms with...

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Featured review

"A Perfect Vacation Getaway – We’ll Be Back Again!"

We absolutely loved our stay at this vacation rental! The house was open, airy, and incredibly spacious—perfect for relaxing and spending quality time together. Everything was spotless when we arrived,...

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$367
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Top-Floor Beachfront Luxury with Panoramic Gulf Views – St. Croix at Park ShoreWelcome to your dream getaway in the prestigious St. Croix at Park Shore. Perched on the 6th and top floor, this stunning 2-bedroom, 2-bathroom residence offers sweeping, unobstructed views of the Gulf of Mexico....

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$382
avg per night
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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.