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Florida Snowbird Vacation Rentals

(3413 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.

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Key Colony Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 0.3 miles to Exclusive Inch Beach

Key Amenities

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

About this property

Note!! ALL Reservations are accepted on a "Saturday to Saturday" check in/Check out basis. VACATION HOME IS LOCATED IN KEY COLONY BEACH just a 3-4 Minute Walk to the Private Members Only "CABANA BEACH CLUB" where you receive a Pass.Welcome to our Casa Mar Azul III, an upscale...

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Featured review

"Excellent home"

This house is exactly as pictured. This was our second visit to this home and we will be back. Pool was clean and a nice plus. Location is a nice quiet neighborhood

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$397
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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$1,219
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 25 feet to Long Beach Resort

Key Amenities

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

About this property

Welcome to Mermaid's Delight - PCB, FL – Your Gulf Coast Getaway! Located in the heart of Panama City Beach at Long Beach Resort, Mermaid’s Delight PCB offers a perfect blend of comfort, style, and breathtaking Gulf views. Whether you’re here to relax by the beach, explore local...

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$220
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous 4 bedroom home, all with King beds and TV in each bedroom!. Great location, close to Engelwood, Manasota, Casperson and Boca Grand Beaches. Only one mile from the Tampa Ray's Spring Baseball Training Facility and the Twisted Fork Restaurant. Located off of SR776 in Biscayne Landing. Home...

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Featured review

"Beautiful, Comfortable Home with Great Extras and a Wonderful Host"

We had such a great time staying at this house. It was super comfortable, beautifully decorated, and had everything we needed. The king beds were really comfy and the living room seating was perfect for...

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$146
avg per night
Fort Walton Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Enjoy radiant views of the Gulf of Mexico from the comfort of your living room or while relaxing on your private balcony during your stay at Blue Dolphin #202. This Fort Walton Beach condo features a new king in the master bedroom, a new queen in the second bedroom, a new set of twin bunks in a hallway...

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Featured review

"Blue Dolphin 201 Amazing view Nice condo"

Excellent seafood available within 3/4 mile. We really appreciated the assigned parking spot for each unit. Grocery store withing 1 mile .Swimming pool. 10-15 minutes from Destin which has deep sea fishing,...

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$227
avg per night

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Cape San Blas Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms
58 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our coastal getaway—this beautifully appointed two-bedroom, two and a half bath home blends relaxed beach charm with thoughtful upgrades throughout. Decorated in soft “beach” colors and adorned with local artwork, it offers a true Cape San Blas experience just steps from the...

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Featured review

"Best Home By the Sea"

My husband and I have rented from the Kites now for over a decade. By chance ,we came across his listing and thought we’d give it a shot. We could not have been happier with everything back then and since...

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$264
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

SNOWBIRDS - Minimum 3 Months rental between January - April, 2026 Discover Sand Dollar Paradise in the Heritage Landing Golf and Country Club, Punta Gorda Florida. This delightful golf condo provides an ideal haven for snowbirds in 2025. Indulge in rounds of golf and unwind while being treated to stunning,...

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Featured review

"Nice New 2BR/2BA Ground Floor Golf Course Condo"

New condo, nicely appointed. Thank you for Off-Season discount and 2 month rental..... Owner available for any questions...

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$100
avg per night
Jupiter House
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 2 miles to Jupiter Inlet Beach

Key Amenities

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

About this property

Water front canal home with ocean access minutes away thru the Jupiter inlet into the blue waters of Atlantic ocean, this two bedroom home comes fully equipped all you need is to bring your cloths and your boat if you have one, if you don't there are boat rental companies in the area. This home...

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Featured review

"Beautiful property!"

My husband and I stayed here for 10 days! It was a great location close to beaches and shopping. We loved the pool! The house was well stocked with kitchen essentials, pool floats, beach chairs. The...

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$357
avg per night
Palm Coast House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A comfortable well designed home on a nicely landscaped private lot. Heated pool with large patio and adjoining Florida Room are great for your outdoor enjoyment. The interior consists of Master Bedroom, 2 additional Bedrooms, large Family Room, Dining Room, Kitchen and Breakfast Area. Bright open concept...

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$214
avg per night
St. Augustine Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful Bright and Airy end unit condo, large windows make outdoor indoor living as one, the dancing palm trees with ocean breeze makes this a true vacation. Large, secluded walk out private patio to enjoy ocean breeze or beautiful views of the intercoastal sun set skies or grass area for kids to play....

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Featured review

"A lovely condo at a beautiful place on the ocean"

This condo is located in a beautiful place right on the beach with tremendous views of the inland waterway and the ocean. The furniture is attractive and comfortable and unlike some places had very comfy...

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$175
avg per night
New
Venice Condo
Sleeps 2, 2 bedrooms, 1 bathroom

Distance to beach: 1 miles to Service Club Beach

Key Amenities

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

About this property

VENICE ISLAND CONDO, PETS WELCOME, WALK TO FAMOUS SHARKY'S RESTAURANT, 1.5 MILES TO DOWNTOWN RESTAURANTS AND NIGHTLIFE. NOT AVAILABLE JAN, FEB, MARCH, DECEMBER 2026 & JAN 2027. Ground floor 2 bedroom/1bath, 100% renovated. Turnkey furnished. All utilities and basic Wi-Fi included. Five blocks...

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$84
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 3 bathrooms LOCATION: 2632 NW 4th St Cape Coral, FL, 33993, US BUILT IN: 2021 LAST RENOVATED: 2023 (painted house/rooms) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Great for familys (2 single-beds bedroom)...

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$337
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Private and quiet END UNIT beautifully furnished 3 bedroom Carolina Model with amazing views of the golf course Within walking distance of the rapidly opening Amenity Centre and Golf Pro Shop. Tastefully decorated and wide open for season as well as owner will consider annuals (6+ months) at $2,995.00....

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$210
avg per night
Destin House
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Distance to beach: 65 yards to Cyrstal

Key Amenities

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

About this property

SUMMERWIND 5 BEDROOM PLUS - BONUS additional QUEEN Bed and BONUS Bunkroom BASKETBALL COURT PRIVATE POOL 2 MASTER SUITES 3 STORY PRIVATE PICKLEBALL COURT Gulf View Dedicated beach access steps away Onsite YOGA and BEACH PHOTO session (additional fees) 'Pick your Pleasure, Rejuvenate your Soul"WHO...

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Featured review

"Perfect house for our large group"

We had 18 in our group, all 17 years of age or Above and this house was great. Has private pool and basketball court. Short walk to the beach. Only drawback is beach area when using the beach access is...

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$787
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

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

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$143
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Nice and bright 4 bedroom home with 2 full baths. Close shopping & restaurants. Easy access to Entertainment areas and beaches. This smoke-free vacation home brings it all within reach. With convenient covered onsite parking (garage), . This vacation rental features a BBQ grill and air conditioning....

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Featured review

"Florida rental were great"

FYI we ended up not renting. Florida rentals were kind and gracious with us concerning our renting situation.we ended up canceling. This part is of great importance. How would they be in cause you would...

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$146
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 5723 Chiquita Blvd Cape Coral, FL, 33914, US BUILT IN: 1999 LAST RENOVATED: 2025 (new pool area) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access (9min!) + boat lift Elderly...

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Featured review

"Amazing property!"

This home and location was perfect for our two week stay. The check in process was very easy with plenty of explanation for use of the pool and hot tub. The open floor plan with en-suite bedrooms was ideal...

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$310
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Pool
  • Rentals by owner

About this property

Available from December 15 to April 15 - 2 Bedrooms and 2 Bathrooms!All Appliances Included, Fully Furnished, In-Unit Laundry, Parking at Front Door, Front and Rear Balcony – Water ViewLocated at 3310 Loveland Blvd. in beautiful Port Charlotte, Florida,Lakes Edge condominium development...

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Featured review

"Seasonal Rental"

Great place to spend your winter! Very well maintained and equipped with everything you could want or need. It is close to restaurants, shopping and they have a very nice pool. Owners very accommodating...

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$108
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Baron by the Sea is beautifully decorated in an elegant but comfortable beach style and thoughtfully stocked with an abundance of amenities. Situated at the north end of the Cape; you can bike or walk to St. Joseph Peninsula State Park, and just a few steps to the sand and water’s edge. Swim, kayak,...

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$466
avg per night
New
Fort Lauderdale House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Las Olas Designer Luxury Getaway – Fox Pearl Pool House is a 4BD upscale single-family home in Victoria Park with a private pool, high-end design, and prime location near Las Olas Blvd, beaches, dining, and nightlife.Description Welcome to Fox Pearl – a designer retreat in Victoria Park,...

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$550
avg per night
Cape San Blas House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Brand-new home in the beautiful, gated community of Ovation. Wake up to the spectacular, unobstructed sunrise view over St. Joe Bay from your private balcony. Enjoy the community amenities; both a beach side and bay side pool, hot tub, tennis courts, fitness center, 2 community piers over the Bay, and...

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$530
avg per night
New Smyrna Beach House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Quiet Community, Community pool, 7 miles from the beach Whether you’re here to surf, sail, or fish in the Atlantic Ocean, witness the Daytona 500 at the Daytona International Speedway, or savor fresh seafood and cocktails at sunset with waterfront dining after a day of shopping on Famous Canal...

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$133
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Recent cancelations. Take advantage of a great rates and enjoy the holiday season in the sun. Life at Farmington Vista is wonderful. Come and spend a month and enjoy BEAUTIFUL Venice - Golf, Tennis, Swimming, Bike Paths and lively Downtown Venice. So much to do! . Great golf all around and less...

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Featured review

"Beautiful condo great location"

We stayed for the month of December 2022. The condo was clean and well cared for. Owners were prompt answering any questions we had and they checked in to make sure we had everything we needed. Kitchen...

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$155
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

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

Key Amenities

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

About this property

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

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Featured review

"Great outdoor Space!"

Very enjoyable 3 month stay. Best pool and spa we ever had. Awesome location and very attentive owners

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$149
avg per night
Fort Walton Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Unit 402, you can't get any closer to the beach! Take the eleavator to our 2000 square foot 3 bedroom, 3 bathroom penthouse. You can see the ocean from our two balconies...on two levels! The beautifully decorated unit boasts three wonderfully appointed bedrooms. It sleeps 8-10 people with...

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Featured review

"Great house!"

Great house. Just as described. The pool was so fun also. A little far to walk to the beach. We would definitely stay here again.

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$338
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to golfing paradise minutes drive from Gulf Beaches. Brand new fully furnished condo features 2 beds, 2 baths and. The West facing unit has beautiful sunsets, screened in lanai overlooks hole 5 and 6. Second floor next to elevator. Unit includes storage space for items you want to bring such...

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$125
avg per night
New
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to this stunning top floor 2+ bedroom, 2-bathroom Veranda with Golf Course views. Located in the Wellen Park Golf and Country Club gated community. Enjoy the resort style living in this beautifully decorated brand-new Veranda with tons of amenities.The Veranda is on located on the second...

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$138
avg per night
Cocoa Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Luxurious Spacious 1800 sq ft 3 BED / 2 BATH w/ "DIRECT" 43' Panoramic Ocean Front Balcony - Sandcastles Unit 611 ...Southeast Fabulous Exposure ... One of the Best Unobstructed Views at SandcastlesAmenities include pool, hot tub and tennis courts.Please contact us for additional...

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Featured review

"9 nites of PURE AWESOMENESS"

Location. Location. Location. ON the beach and close proximity to everything though you don’t really need to leave to have a most excellent beach experience. Sunrises over the water from the lanai are...

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$440
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

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

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Featured review

"Great"

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

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$251
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner

About this property

Note: This unit is already rented for January-April 2026. December 2025 is still available.Experience the ultimate beachfront lifestyle in this beautifully renovated one-bedroom end-unit condo at SeaScape Condominium, located directly on the Gulf of Mexico in Bonita Beach. Enjoy breathtaking sunsets...

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$217
avg per night
New
Last Minute Deal
Anna Maria Island Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Mermaid Manor — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper level...

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$385
avg per night
New
Naples House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Distance to beach: 100 yards to Moorings Beach Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows...

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$1,643
avg per night
Kissimmee Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 5 miles to Disneyworld and Disney Springs

Key Amenities

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

About this property

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

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Featured review

"Holiday season in Kisimmee"

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

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$99
avg per night
Destin House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights - Private backyard pool with lounge seating and easy indoor/outdoor access through large glass doors. Pool heat available October–May ($60+tax per day) - 4-seater street-legal golf cart for trips to the nearest beach access. - Spacious open kitchen and dining area with...

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$307
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 1806 SW 15th Ave Cape Coral, FL, 33991, US BUILT IN: 2006 LAST RENOVATED: 2025 (full furniture, new pool-heating system) MAIN FEATURES: Pool (electronically heated) Fresh water access (good for fishing) Lanai table...

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$192
avg per night
Osprey Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You'll love this fabulous newly furnished condo with 3 bedrooms 2 baths with attached one car garage in conveniently located Bay Street Village in Osprey- Sarasota County.Pine View school a short distance away is the number 2 rated school in ALL of Florida. Minutes from top rated beaches in...

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Featured review

"Perfect condo for Snowbirds!"

If you are a snowbrid looking for a place that feels like home, this is it! This condo has everything you need, the pool is wonderful and the neighbors are friendly. It's a great location close to beaches,...

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$124
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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$206
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A Quaint 2/2 with a private carport is on a golf course with 6 different pools clubhouse and many more amenities. Open Family room to kitchen and with a lanai. Shopping, Downtown, great restaurants and the beach all very close by.

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Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming 2-bedroom 2-bathroom semi-detached villa. Beautiful Gourmet Kitchen, granite counters. Gorgeous Lake and golf course views Bright newly furnished bedrooms, kitchen, and living areas.

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Featured review

"Wonderful Location Excellent Stay"

We fully enjoyed our time at The Bourne Condo. It was exceptionally clean, and well kept, to say the least, with all the amenities required to enjoy our stay. The owners Richard and Marie, are very...

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$117
avg per night
Sanibel Island Townhome
Sleeps 10, 4 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 1000 feet to Sanibel Bay

Key Amenities

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

About this property

Spacious well-equipped property, a five-minute stroll to the Bay. on Sanibel Island's east coast. Lots of room as the property hosts 2 bedrooms & 2 baths on the main floor and 2 bedrooms, and 1 full bath upstairs for visiting family & friends. It is a townhouse with a shared heated swimming...

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Featured review

"Beautiful Sanibel"

This townhouse comes with it all!! We especially loved the bikes that Mary provides and ALL the beach gear she provides as well. The location was perfect and the bay was only about 5 minutes from the house....

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$523
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$181
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Relax and enjoy the intimate beachfront surroundings of your very own “Paradise Found”! You'll be so happy you found this lovely condo!Unwind in our spacious, immaculately maintained, and recently updated condo located directly on the Gulf of Mexico on scenic and peaceful Okaloosa...

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Featured review

"Will return soon!"

Thank you for letting us enjoy your place. The porch and view of the unlimited dolphins swimming by was the hightlight of all of our trip! The court, pool, easy access to the beach, beach chairs/toys/towels/noodles/rafts...

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$365
avg per night
Jensen Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

LIVING THE DREAM - Fantastic direct ocean views from this 15th floor private balcony! Gated oceanfront condo offering extensive amenities such as 2 swimming pools, tennis courts, pickle ball, fitness center, billiards, ping pong, clubhouse, BBQ area, shuffleboard, fish cleaning station & car wash....

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Featured review

"Wow! Perfect beach getaway!"

Amazing stay! The location is right on the beach, which made our time here extremely convenient and enjoyable! The home was spotless upon our arrival and fully equipped with anything you could ever need...

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$100
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

An immaculate house in a quiet, friendly neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 65" inch smart TV. The double sliding doors leads directly out onto the patio and...

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Featured review

"Quiet & Peaceful neighborhood!"

Let me start with a splendid home with very gracious & accommodating hosts A very delightful home with a refreshing pool. We will come back again when available to meet our needs and schedule, and close...

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$147
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful spacious home 5 minutes from Brownwood Town Square in the Village of Richmond, with Golf cart. Private back yard. One block from the Adult Pool and nature walking path. Additionally, Clarendon Recreation Center is only three blocks away with 6 pickleball courts, sand volleyball, tennis, bocce...

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Featured review

"Overall Perfect Experience!!"

The Hosts, the location, the cleanliness of the house was excellent! We felt like we were at home:)

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$159
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Seaplace is a gulf-front community that sits on 42 acres. Enjoy a half mile of beachfront and 1-mile walking trail in addition to two heated pools and three Har-Tru tennis courts.This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from...

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$207
avg per night
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 100 feet to Ft Myers Beach

Key Amenities

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

About this property

REMODELED OVERSIZE CORNER UNIT OPENING FOR RENTALS OCTOBER 1, 2025. SPECIALS FOR 1ST COME 1ST SERVICE FOR OCTOBER, NOVEMBER 2025. Ft. Myers STR Registration Number 19-0158OPEN JANUARY 24 to FEBRUARY 14, 2026Two Bedroom Two Bath Unit DIRECTLY ON THE BEACH.. Master bedroom has king size bed....

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Featured review

"Fort Myers Beach Condo"

The Condo was very clean and equipped with all of the essentials we needed. The kitchen, bathrooms, and bedrooms were supplied with necessities. We were on the gulf as promised, and had a great view from...

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$287
avg per night
Destin Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 20 feet to Beachfront

Key Amenities

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

About this property

Crystal Dunes 202 is directly on the BEACHFRONT in the ever-popular Crystal Beach neighborhood in Destin. The condo has a breathtaking view from the private second floor balcony with a comfortable table for four and chaise lounge for relaxation. The living area is tiled with a queen sleeper sofa, two...

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Featured review

"Great place and location!"

I loved this condo! It was clean and the perfect view of the beach. Not too crowded and the perfect location to restaurants! We will definitely stay again! The owner was responsive and everything could...

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$454
avg per night
Sanibel Island House
Sleeps 10, 4 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 1 miles to Private Beach

Key Amenities

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

About this property

Brand New post-Hurricane Ian Ranked Top 25 Beach in the WorldThis fabulous 4 bedroom private estate is on Sanibel's premier east end. No detail has been overlooked in this coastal modern, pet-friendly, waterfront home.This coastal modern home is inviting and comfortable, from its stylish...

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Featured review

"Don't miss the beautiful sunsets at the Coral Sea!"

We just returned home from an amazing month at the Coral Sea in Sanibel – truly a special home to make great memories. And the sunsets are beautiful! Julie and Larry were wonderful to work with before...

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$571
avg per night
St. George Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 0.0 miles to Public Beach

Key Amenities

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

About this property

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

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Featured review

"Great location"

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

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$187
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.