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Florida Snowbird Vacation Rentals

(3294 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.

Perdido Key Apartment
Sleeps 6, 1 bedroom, 1 bathroom

Distance to beach: 100 feet to Perdido Key Beach

Key Amenities

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

About this property

NEW LISTING! 10% OFF 7 NIGHT BOOKINGS SUMMER 2026 DATES MAY -AUG 2026 GRAND CARIBBEAN WEST IN PERDIDO KEY FLORIDA!! Newly remodeled! 1 bedroom Condo, sleeps 6 in Perdido Key FL. GULF VIEWS, Pool and Hot Tub, just a short walk to the white sand beaches of the Gulf of America. Beautiful vacation condo...

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$167
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

BOOK DIRECTLY BELOW BY CLICKING VISIT PROPERTY WEBSITE.STAYCATION 20% from now to September 30, 2026 - use code STAYCA when booking.Enjoy, enjoy, enjoy this perfectly situated 2 bedroom on the Quiet Pool, with a new surprise coming soon! Included is a host of Bonita Village amenities! The Resort...

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$237
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 23 miles to Marathon

Key Amenities

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

About this property

Charming house on a canal with all amenities like home. Bring your own boat and park it on the dock for the duration of your vacation. Convenient located 25 miles before Key West. Nice restaurants and groceries shopping 10 minutes from the house Marathon is only 30 minutes away. A short boat ride...

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Featured review

"Quiet"

After a several weeks stay on Little Torch Key, we are comfortable with these obserservations, cozy, clean, comfortable, and quiet. Just what we needed after traveling since mid-November. Easy access to...

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$250
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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Featured review

"Amazing Vacation"

We had an amazing vacation,the condo and location were perfect. The condo was beautiful and had everything you could need,grounds were wonderful lovely pool and hot tub.Location was great too walkable to...

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$148
avg per night
Last Minute Deal
Islamorada Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
16 reviews

Key Amenities

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

About this property

Islamorada Vacation Rental | Private Dock, Oceanfront Pool & Sunrise ViewsStep off your back door onto a private dock in one of the Florida Keys' most sought-after vacation rentals. Hooked on Islamorada is a 3-bedroom, 3-bath oceanfront townhome in the gated Peaceful Palms community —...

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Featured review

"Great vacation"

We had a great time at peaceful palms. The townhouse was very comfortable and well stocked. Jamie and Charlie were great hosts, very responsive to anything we needed. We had our boat with us and spent most...

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$481
avg per night

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Panama City Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

Summit condominium has all the amenities of a first class resort. Tiki bar by the pool. Sandwich shop. Ice Cream shop. playground on the beach. 2large pools hot tub and work out room. the condo over looks the beach and the pool. the patio is set up for enjoying morning coffee or sunset viewing....

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Featured review

"Amazing week"

As empty nesters and as everybody can see everybody is stressed out we needed a week away. We were lucky to find Marilee and this fabulous condo it was everything and more that we could imagine everything...

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$144
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Pet friendly, offering winter, monthly rates! Carillon Beach Inn #307 is located in the spectacular Carillon Beach Resort, in close proximity to Rosemary Beach and Pier Park! Enjoy the luxurious amenities of the resort, including 7 private beach accesses, 4 pools, 2 hot tubs, and dining option & shopping...

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Featured review

"Great"

Exactly as described. Very clean, everything worked fine. Good location. Donna was able to help with all details.

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$67
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2212 SE 11th Pl Cape Coral, FL, 33990, US LICENCE NO: RR-001822-2026 BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Boat dock + lift, own kayak slip, tiki-hut Gulf access...

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Featured review

"Best house in Cape Coral"

We have stayed at many house in CC. Some good, some not so good. This house is amazing! Well appointed, comfortable, convenient location and the view is unbelievable! Sunsets did not disappoint.Bonus...

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$252
avg per night
Longboat Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beach Paradise by Beach Retreats Vacation RentalsLongboat Key, FL 3 Bedrooms | 3 Bathrooms | Sleeps 6 | Steps to Beach | Community Pool Views | 30-Night Minimum StayYour Longboat Key Retreat Welcome to Beach Paradise, a spacious 3-bedroom, 3-bath home perfectly situated just steps from the...

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$357
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms
41 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...

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$177
avg per night
Destin House
Sleeps 14, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 375 yards to Crystal Beach Dolphin

Key Amenities

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

About this property

Introducing Your Elegant Victorian Retreat in Crystal Beach – BRAND NEW HOME September 2024Experience the charm of Victorian elegance with modern luxury in our brand-new vacation home, set to welcome guests starting September 1, 2024. This exquisite 4-bedroom, 5-bathroom residence is perfectly...

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Featured review

"Did not want to leave this Dream home"

Location, location, location!! Close to everything! Beautiful new home. Exceeded our expectations! Clean home and the beds are so comfortable. We had a large group and loved the kitchen , 2 dishwashers,...

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$641
avg per night
Daytona Beach Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Updated 1950s cottage with 2 roomy bedrooms, with a king and queen bed. Queen sofa bed in living room nwill sleep 6. 2 full baths with a massage jet shower in master. Large wood back deck with hot tub and propane grill., overlooking the river. Large front yard, laundry room and plenty of parking. Huge...

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Featured review

"this is a beatiful place"

location was amazing near beach house was great every thing u needed landlady was great will be back next year

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$221
avg per night
Davenport Townhome
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to park: 11 miles to Disney

Key Amenities

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

About this property

Our condo at Bahama Bay Resort offers 2 bedrooms, 2 bathrooms that is beautifully appointed and fully equipped with all the comforts of home. The resort offers amenities such as a heated swimming pool, restaurants, tennis courts and a children’s splash pad play area. The unit also has 2 private...

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$117
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Bunche

Key Amenities

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

About this property

This lovely spacious 2 bed/2 bath condo is in Palmetto Cove, a newer, gated and luxurious condo community. Our unit is fully furnished including full kitchen with granite countertops. Also included are bedding, towels, dishes, coffee maker, and internet. The unit is on the second floor and features 10...

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Featured review

"Wonderful development"

Our stay was great. It is an excellent location. The garage is a nice perk, rather than having to park in a carport. The development is super clean, quiet and well maintained. We loved the property...

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$67
avg per night
New
Cape Coral House
Sleeps 12, 4 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Yacht Club Beach

Key Amenities

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

About this property

Experience the ultimate family getaway in this 2022-built modern retreat. Designed for parents who want to travel light and kids who want to play all day, our home features a private saltwater pool kept at a perfect 86°F (included for free!) and a fully fenced backyard for total privacy.The space Welcome...

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$250
avg per night
St. Pete Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your dream rental on St. Pete Beach! Freshly remodeled from top to bottom, this stunning 2-bedroom, 2-bath waterfront home offers the perfect blend of modern comfort and relaxed Florida vibes.Step inside to discover all-new flooring, a custom kitchen with quartz countertops, sleek stainless...

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Featured review

"Wonderful!!"

We stayed 9 nights at Bens place and loved every second we were there. The place was clean with comfortable beds,great pool, beautiful views only a few blocks from the beach and all the restaurants and...

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$321
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1121 SE 15th St Cape Coral, FL, 33990, US LICENCE NO: RR-001669-2026 BUILT IN: 1982 LAST RENOVATED: 2025 (Spa, Interior paint) 2024 (Exterior Paint) 2022 (Pool, Roof, Furniture, Bathroom) MAIN FEATURES: Pet friendly...

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$94
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful 3-BR house located directly on canal with easy access to the Gulf of Mexico or Atlantic Ocean. On-property pool and private outside shower. 75-ft dock for boat. Home of the Key Deer and Blue Hole (the deer will walk past house daily).Located 35 miles north of Key West, and 20 miles south...

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$235
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Enjoy fabulous sunsets from you private balcony, living room, and kitchen!This totally remodeled condominium is located on the fifth floor of the Summit. New Granite countertops and NEW Walk in tile shower ! Brand New Furniture and tile!! Great views of the beach, pools, and sunsets. New Hi Top...

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Featured review

"Love the Summit and Condo!"

Everything was clean, well stocked and the beds were comfy. The owner got back right away with any questions we had.

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$164
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

COMFORTABLE AND BRIGHT ON THE BEACH 2 bedroom/2bath condo at Gulfview Club. Sunny, south side of building overlooking the pool area. Completely equipped with everything you need for family beach vacation. Master bedroom with ensuite bath and queen bed. Guest bedroom with adjoining bath and bed which...

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$233
avg per night
Fort Pierce Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Tropical Getaway in Ocean Village - Resort-Style Living!Escape to paradise in this beautifully appointed 2-bedroom, 2-bath vacation rental located in the highly desirable Ocean Village community on South Hutchinson Island. Situated at 2400 S Ocean Dr, Unit 5113, Fort Pierce, FL 34949, this charming unit...

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$177
avg per night
Sarasota Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 11 miles to Siesta Key Beach

Key Amenities

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

About this property

Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...

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Featured review

"Sarasota rental property"

This was our first time booking with Florida rentals. This property was just what it showed. Clean, heated pool just a short walk . Host was good at communicating. Would go back again.

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$174
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
8 reviews

Key Amenities

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

About this property

Welcome to ‘The Beach House’ at Tarpon Point in Islamorada – This luxurious oceanfront home is in a private gated enclave of 12 houses. This home sits directly on ‘The Beach’. Being the end home, it is nestled next to lush mangroves and the ocean offering a lot more privacy....

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Featured review

"Fabulous place to stay!"

This unit on Islamorada provides wonderful oceanfront views. Our group included five retired women who all worked together in the past. We try to make a reunion vacation happen once a year. This is the...

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$623
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach Award Winning and Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Very Private - Absolutely beautiful. Full of wildlife. Two of the last four years, our guest have purchased in our Sterling Oaks community after renting our place. Everyone loves it here.AVAILABLE: 2026 - January 1 to April 1 for a three month lease: Our Sterling Oaks Home $7,470 month. Or you could...

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$128
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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Featured review

"Old Naples Condo"

This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.

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$117
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows...

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$173
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

A luxurious 2BR + Den/Bedroom /2BA + Lanai Spring Run condo in Bonita Springs at the award winning Brooks community complex, in Southwest Florida, just north of Naples, Florida. Spring Run is a gated Country Club Community with a fabulous private championship golf course, par 72, with five tees available...

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Featured review

"Sring Run 2024"

Every thing was great exsept I threw my back out and couln't golf for three weeks locaion is great people and staff were wonderful

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$200
avg per night
Cape Canaveral Condo
Sleeps 6, 2 bedrooms, 1 bathroom
42 reviews

Key Amenities

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

About this property

Come enjoy a beachside paradise at our Blue Beach Condo located in Cape Canaveral-FL. and minutes away from famous Cocoa Beach. Our Blue Beach Condo it is located at Royal Mansions Complex that has 2 private beach entrances, a pool, and a jacuzzi where you can relax in the sun, take a walk at the beach,...

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Featured review

"Can't beat the location"

We went with the intention of working away from home on the beach. The location is exactly what we were looking for; in Cape Canaveral, not too close to touristy Cocoa Beach. And we wanted to walk right...

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$101
avg per night
Marathon House
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 3 miles to Sombrero Beach

Key Amenities

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

About this property

This charming oceanfront property is the perfect getaway for your next vacation. Located just steps away from the ocean, this cozy retreat features stunning views, modern amenities, and a spacious deck for outdoor relaxation. Enjoy the convenience of nearby shops, restaurants, and attractions. Book your...

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Featured review

"Oceanfront Property Marathon FL"

Newer, modern, comfortable, and well decorated oceanfront property. Had everything we needed and more. Beautiful views from the deck and very nice outside area. We appreciated that there were great...

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$282
avg per night
Sebring Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sun n' Lakes Vacation Rental in Sebring FL! Sit back, relax and enjoy the view of the pool and the green on Sun n Lake golf course from one of the two lanais this condo has to offer. In addition there is an outdoor balcony with a table and four chairs for your use. We also own and rent the only...

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Featured review

"Quiet, peaceful and calming"

We were looking for something affordable and peaceful just to get some Florida sunshine and air. This was perfect. Quiet, relaxing pool, nice sunset. Perfect place to read a book or go for a walk to breath...

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$107
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This brand new comfortable apartment is full of light and fully furnished. The living area is sunny and is a great room design with an open kitchen. The bedroom is large and the bathroom is well designed with a walk in tiled shower. The location is sweet! Walkable to restaurants, and one block from...

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$145
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 2014 SE 6th Ln Cape Coral, FL, 33990, US LICENCE NO: RR-001818-2026 BUILT IN: 2023 LAST RENOVATED: 2025 (lanai upgrades: spa, tv, sonos) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) ...

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Featured review

"Beautiful home"

We rented this home in April and found it to be one of the cleanest, nicest homes we've ever rented in Florida. It had all the modern conveniences and the pool was great. The only thing we would suggest...

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$116
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bonita Beach

Key Amenities

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

About this property

We are excited to announce the upcoming addition to our vacation rental portfolio! This stunning 3-bedroom house in Bonita Springs, FL, is set to become your dream vacation destination. Accepting Bookings starting December 1, 2025Prime Location:- Canal-Front Property: Enjoy direct access to the...

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$274
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Indian Rocks Beach

Key Amenities

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

About this property

Escape to our updated, family-friendly oasis just 2 miles from Indian Rocks Beach and 15 minutes to Clearwater Beach. Lounge by the pool in our serene, well-manicured yard, equipped with a heater for cozy winters and a chiller for refreshing summers. Bask in Florida's sunshine and stunning Gulf-side...

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Featured review

"Paradise backyard. Stunning house."

I don't have words to describe how gorgeous and impressive the house is. Super clean and neat from interior to exterior, the backyard with the pool, and all the patio items, tempt you to be there at all...

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$257
avg per night
New
Venice House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Your home away from home in Venice with 3 bedrooms, Wi-Fi, and more for your comfort. With 2 bathrooms and a cozy atmosphere, guests will feel right at home. Make your holiday one for the books with a stay at our place. Including a heated saltwater pool."Old Florida" style neighborhood...

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$325
avg per night
Key Largo House
Sleeps 14, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Web:Feel the joy of living on a truly beach home. Snorkel,...

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Featured review

"Paradise"

We spent a month at this spectacular piece of heaven. It feels like you’re on our own island. Everything was laid out for us and the views anywhere on the property were breathtaking! One of our most...

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$1,961
avg per night
Clearwater Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite...

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Featured review

"Exellent"

The location is Amazing -The Pool -Gym-Hot Tub on the doorstep-lovely walking paths around the property-Gated Community- 10 Minutes drive to Beautiful White sandy Beaches The condo is very Clean and...

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$94
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

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

About this property

JUST CLOSED!! Be the first to live in this brand new Island style Townhome in Villa Mar. Located directly across from Bonita Bay your location could not be better. Nothing has been overlooked in the modern design features of this home. The well appointed kitchen with stainless steel applinaces and white...

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$250
avg per night
St. Augustine Beach House
Sleeps 4, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.2 miles to St Augustine Beach

Key Amenities

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

About this property

2026 Summer Special: July through September $2700 monthly 2 weeks $1800Your very own private home is located 3 blocks from St. Augustine Beach in the best neighborhood. You will find a cozy renovated home when you enter the door. Coffee ready to enjoy and starter supplies to begin your stay. This...

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Featured review

"We had a wonderful stay."

The house was well equipped, clean and perfect for the 2 of us and our small dog. We stayed for 6 weeks and would have stayed longer if we could .The cottage is located in a residential area - near restaurants...

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$140
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to preserve views and wind down with west-facing sunsets — all just 10 miles from Naples’ pristine Gulf beaches. This beautifully remodeled 1-bedroom condo sits in a quiet, gated community with easy access to upscale shopping, top-rated dining, and world-class golf coursesInside,...

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Featured review

"Convenient and quiet condo"

This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...

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$72
avg per night
New
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful, newly renovated home from top to bottom featuring 3 bedrooms, 2 full bathrooms, and an enclosed heated pool and lanai. Enjoy spacious kitchen and living areas designed for comfort, relaxation, and gathering with family and friends. This home is thoughtfully equipped with everything you need...

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$434
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$77
avg per night
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
37 reviews

Key Amenities

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

About this property

This location checks all the boxes. Newly redone home, on the canal, only 2.5 blocks to the beach, Marco Walk - bars, restaurants, boutiques, movie theatre, mini golf and a 711. Maybe you prefer just chilling by the pool or fishing off the dock, relaxing and catching some sunshine! If that sounds like...

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Featured review

"Wonderful Family Time"

We flew to Florida to join my son and his family. The home provided us with the ability to have a fabulous stay. The house was very clean and the kitchen was filled with all necessary supplies. The pool...

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$435
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Hello, Our vacation home is located in a gated community with a large swimming pool, playground for the children, shuffle board, pool table and a workout room. It’s a duplex with its own separate driveway. There are three bedrooms and two full baths. The kitchen was just fully remodeled in 2022...

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Featured review

"Clean and quiet retreat"

Nice, clean, and has all of the amenities necessary! I have enjoyed my stay in this quiet and peaceful vacation rental. Beautiful view of pond right outside of screened lanai. The home was clean, and Randy...

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$100
avg per night
Special Offer
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Owners also own three other 2 BR condos (1104E and 1204E and 1804E) in this complex. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons...

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Featured review

"Fantastic Property"

Owner was great very nice to work with. Unit was clean and open…great views. pleasant environment..a lot of great features. indoor parking easy access

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$275
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to La Perle, your luxurious oceanfront retreat at the prestigious Grand Coquina in beautiful Daytona Beach Shores.Thoughtfully designed with a blend of refined French country charm and relaxed coastal elegance, this beautifully renovated three-bedroom, three-bath (all ensuite) residence offers...

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Featured review

"WOW!! Wow!! Wow!!"

Here’s a polished five-star review you could post:⭐⭐⭐⭐⭐We had an amazing stay at this newly renovated 3-bedroom, 3-bathroom condo at Grand Coquina in Daytona Beach Shores! The condo...

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$271
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Updated top-floor 2 Bedroom + Den with a pullout sleeper with stunning water views from nearly every room. Enjoy the private beach just steps away, featuring 750’ of Gulf frontage and renowned sugary white sand. The open concept layout is perfect for coastal vacationing, complemented by two spacious...

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$169
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community, you will appreciate the large SALTWATER solar heated pool with space to...

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Featured review

"Perfect Getaway from the Midwest"

The location is easy to find, close to town but yet distanced enough to feel like home. The home is clean, kitchen is immense and ideal for cooking meals in and the outdoor grill was spacious for cooking...

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$157
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 306 SE 5TH ST Cape Coral, FL, 33990, US LICENCE NO: RR-001824-2026 BUILT IN: 2005 LAST RENOVATED: 2025 (renewal of all bedrooms & baths - fresh wallpaint throughout whole house) MAIN FEATURES: Pet friendly Pool...

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$109
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

"GULF GET AWEIGH"Unit 103APavilion Palms Condominium 3 King Bedrooms + 1 Queen Sofa Bed / 3 Full Bath / Garage / GOLF CART / Gulf & Pool Views / 2nd Floor / Sleeps 8 ** Completely Remodeled ** This uber luxurious high-end "Industrial Warehouse" inspired condo will...

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$209
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.