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Florida Snowbird Vacation Rentals

(3308 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.

Englewood House
Sleeps 10, 4 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 yards to 20 steps

Key Amenities

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

About this property

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark TeethSuper Private Beach Access (1 min walk- 100 feet from front door with private dock for fishing or Kayaking out the back door) in one of the last remaining “Old Florida” regions of the Gulf Coast on North...

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Featured review

"Very quiet old Florida charm"

This was for my wife's big 6-0 birthday. I don't remember how we found it online but SO glad we did. From the reservation on, the owner was super helpful and very detail oriented. By the time we got there...

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$538
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This condo is located in the Venetian Palms neighborhood in Beautiful Ft Myers Florida! It is centrally located and within 1o minutes from stores, shops, pharmacies, restaurants, and only 20 minutes to Ft Myers Beach, Sanibel and Captiva Islands, Matlacha Artist Village, RSW Airport, Downtown...

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$77
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

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

"Beautiful, weekend get away"

We had the pleasure of staying at this beautiful condo. We needed to get away for a short time away from work away from the move and decided on this unit. It’s gorgeous the Decor is amazing. The view...

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$282
avg per night
Punta Gorda House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Why travel so far to Key West when you can relax here in Punta Gorda at an amazing modern home with the Key West look. This home has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. 10 minutes from the Punta Gorda downtown, well known Fisherman's...

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Featured review

"Wedding trip"

The house that we stayed at was very nice butt the rental said it sleeps up to 13 people an there wasn’t enough for 10 people. An the coffee pot guide working had to buy another one an we left it for...

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$194
avg per night
New
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Brand-New Coastal Villa - Seven Shores Luxury Community - Near Naples and Marco IslandPerfect luxury extended stay, snowbird rental, or executive seasonal rental Naples FL. 90-day minimum for refined Seasonal Continuity.Experience ultra-luxury seasonal living in this brand-new 2025 never-lived-in...

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$158
avg per night

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Islamorada House
Sleeps 18, 9 bedrooms, 8 bathrooms

Key Amenities

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

About this property

Welcome to Infinity Bay Islamorada – an infinite paradise with endless possibilities in the heart of the Florida Keys. This exclusive estate embodies sophistication and serenity, where guests can unwind in style against a backdrop of Florida Bay and swaying palm trees. At Infinity Bay, luxury meets...

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$2,059
avg per night
Big Pine Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our 5 bedroom with optional 6th bedroom home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 31 miles from Key West’s Mile Marker 0. This spacious 5-bedroom home is on a double lot with plenty of parking and 150 feet...

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Featured review

"We love this place!"

We've stayed in this home for a month for 3 years, 2025 being our 4th year we added a month. We stayed in the home before Jeff and Christine bought it and loved it then. They've made so many improvements...

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$400
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms!Located on a cul-de-sac in the charming city of Islamorada, this beautifully- appointed five-bedroom, four and a half-bath home serves as an excellent setting for your tropical getaway. Ideally located in Islamorada on Lower Matecumbe Key, you will have convenient access...

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$551
avg per night
Englewood East House
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 6 miles to Manasota Key

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful 3 bed, 2 bathrooms home with a private pool, 2 designated office spaces,OUTDOOR TV, fenced back yard, 20 minutes from Englewood Beach, Manasota Key and Gasparilla. Newly renovated with 4 bicycles, pool toys, maximum 2 dogs allowed. Situated near hiking, golfing , the beach, dog friendly home...

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Featured review

"Amazing, Perfect, Beautiful!"

We have stayed here two years in a row now and hope to be back next year. The house is beautifully designed and decorated and in immaculate condition. The backyard is fenced in allowing our dogs to roam...

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$214
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 1 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

E91 is a completely renovated, First floor Condo, steps to the pool. Master bedroom has a King bed with on-suite bathroom and walk-in closet. Second bedroom has a Queen bed and twin bunk beds. Fully equipped kitchen provides state-of-the art appliances. There is washer and dryer conveniently by the kitchen. Ammenities...

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Featured review

"Best Condo EVER !!"

The HOST of this unit (E91) was the most prepared HOST of all time. She had every box checked inside the condo to make our stay effortless. The grand-children loved the bunk beds in the second bedroom...

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$183
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Tiffany Place 205 on beautiful Holmes Beach on Anna Maria Island! This spacious 2 bedroom, 2 full bath condo has been totally remodeled in a coastal inspired décor, is meticulously clean and well organized and has everything you need to enjoy your vacation directly on the beach.Tiffany...

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$259
avg per night
Ponce Inlet House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

If you are traveling with a pet, we must know prior to your arrival. There is a $100 non refundable pet fee, plus you must sign a pet addendum. Direct Oceanfront 4 Bedroom, 3 Bath Pool Home! Located on the traffic-free section of the wide white sandy beaches of prestigious Ponce Inlet boasting...

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$258
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience true beachfront living at Dolphin Way, one of Bonita Beach’s most sought-after Gulf-front communities. This "Sunset Coast Escape" beautifully maintained 2-bedroom, 2-bath residence offers sweeping, unobstructed Gulf views from a desirable first-floor position, allowing for the...

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$229
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Villa Sombrero – Private Waterfront Living with Sunset Views in the Florida KeysVilla Sombrero is a peaceful waterfront retreat overlooking Boot Key Harbor, offering breathtaking sunsets to the west and refreshing island breezes flowing in from the east through Sisters Creek. A natural waterway...

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Featured review

"Nice comfortable place..... Quiet except for construction work going on across the street."

It's the little things...... We had to call concerning changing the water filter on the refrigerator. The pool needed water added so that the filter and heater would work. The strainer was full of debris.......

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$640
avg per night
Naples House
Sleeps 9, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...

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Featured review

"Awesome place!"

Super friendly and helpful hosts, everything you could need for a perfect beach vacation. All the towels, sheets, hot tub, heated pool, beach toys - even the bike tires were fully inflated and ready to...

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$514
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
Tavernier House
Sleeps 14, 6 bedrooms, 4 bathrooms

Distance to beach: 1 miles to Founders Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Morada Breeze! This 6-bedroom, 4-bath bayside slice of paradise is ready to make your next vacation an enjoyable one. Located on Plantation Key in Islamorada, Morada Breeze has the amenities to elevate your trip to the Keys.Step inside to discover an expansive kitchen perfect for preparing...

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$550
avg per night
Fort Walton Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 200 feet to Fort Walton Beach

Key Amenities

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

About this property

Think about the best vacations you've taken. What made them special? Were the accommodations outstanding? Better than your own home? If you're a person that demands the best, perhaps we have what you are looking for. And now more than ever, The Azure just makes sense. The building occupies a...

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Featured review

"Great Condo"

We just spent a week in 312 and it was perfect! The condo was very clean and ready by 4. We think it actually looks better than what the pictures show. The location was great....short walk from the elevator,...

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$281
avg per night
Sarasota House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully updated 2-bedroom, 2-bathroom retreat, designed with a relaxing stay in mind. Featuring a heated, caged pool, and just moments away from the world-renowned Siesta Key Beach, this gem...

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$197
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access

Key Amenities

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

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...

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Featured review

"We love Dancing Palms Getaway!"

I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....

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$323
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 0.3 miles to Cape Palms Park

Key Amenities

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

About this property

Welcome to Belle On The Bay, our exquisite sister property to Amelia By The Bay, offering guests a serene retreat on the tranquil waters of St. Joseph Bay. Situated at the sought-after north end of Cape San Blas, this prime location provides convenient access to the area's premier attractions.Property...

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Featured review

"Wonderful home on the bay!"

The property was fantastic! It was spotless clean and very, very well equipped with everything we needed. Our grandsons really enjoyed the paddle boards and kayaks also, fishing and crabbing from the dock....

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$457
avg per night
Tavernier House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Welcome to Ananda Shala!Nestled at Mile Marker 92 in Tavernier, this beautifully appointed 3-bedroom, 3-bath bayfront retreat invites you to slow down from the moment you arrive. Inspired by the spirit of a “shala”—a space for practice, reflection, and mindful living—this home...

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$360
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$358
avg per night
Cape Canaveral Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.3 miles to Directly East at end of Central (1 large block)

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FULLY FURNISHED! ALL utilities included with SHORT TERM! SHORT TERM RATES AVAILABLE ! CLOSE TO NASA AND BEACH! Sleeps 6 adults, if needed (1 queen, 2 twin beds - can be swapped out for a queen for longer stays, full size pull out couch, air mattress if needed). THE TWIN BEDS CAN BE SWITCHED TO A QUEEN...

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$93
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

3 Bdrm. 2 Bath. Pool. Amazing views. Ph. four one six - six four eight - four six seven three.This oceanfront newly renovated 3 bedroom/2 bath spacious 3rd floor unit overlooking the Gulf of Mexico with breathtaking views, sandy beach, wide balcony with access from living room, master bdrm. The...

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Featured review

"Great experience"

Condo was spacious and had most amenities needed. Pool was great, got a little busy towards the weekend, but never a problem finding a spot. Views were beautiful. Got to see the sunset and other side...

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$186
avg per night
Hollywood Condo
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Please note we do not offer short term rentals. Located on the main floor of the building and faces the pool and beach area. No need to wait for the elevator! Easy access to the pool and beach. Lovely outdoor sitting area right outside room. Spacious living area and eat in kitchen. One bedroom with...

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Featured review

"Perfect… just perfect"

We stayed at this wonderful condo for the entire month of July and had an amazing experience. The unit was clean, well-equipped, and felt like a true home away from home. We had an issue with the AC and...

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$143
avg per night
Hallandale Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

For the renter who wants a completely upgraded unit. New kitchen countertops and cabinets with upscale appliances. Large custom built dining table. New furniture, fixtures, lighting, doors. Blackout and zebra blinds in bedrooms, custom closets. New bathroom toilets, showers, cabinets and countertops....

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Featured review

"Wonderful Winter Getaway"

We loved our six week stay at this beachfront condominium. The unit was very clean, modern and the entire property is well kept, we felt very comfortable and safe. There were allot of amenities and being...

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$214
avg per night
Marco Island Condo
Sleeps 5, 1 bedroom, 1 bathroom

Distance to beach: 2 miles to South Beach

Key Amenities

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

About this property

This exquisite condo offers breathtaking water views and beautiful sunrises right from your lanai. Enjoy all the amenities the complex has to offer. 2 heated pools, 2 hot tubs, 2 tennis courts, walking distance to a fitness club, bike rentals, and many nearby restaurants including the famous Dolphin Tiki...

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$239
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 14 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This inviting 3-bed/2-bath saltwater pool home is perfectly situated on a boating canal, offering the quintessential Florida experience. Enjoy your private, sparkling saltwater pool or effortless access to the waterways for your next warm-weather adventure. Inside, you’ll find a fully equipped kitchen...

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Featured review

"Wonderful location for peaceful, relaxing, enjoyable vacation!"

I so enjoyed my stay at this lovely home. The home was clean, and well equipped with a pool and lanai, a dock for morning coffee or afternoon entertaining. Anything you might need personally is nearby....

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$189
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Cape Coral

Key Amenities

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

About this property

Beautiful 2/2 First Floor, Waterfront, offering lots of privacy being an end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly community. Covered Parking just steps outside...

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Featured review

"A home away from home"

Location We stay at the Condo for the Roy Hobbs World Series and it is quick and easy to get to Terry Park. the Twins Complex and Fenway South etc Cape Coral has a small beach on the river and Fort Myers...

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$129
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to One Ten Palms!Escape to paradise at this private oceanfront estate in Islamorada, where the laid-back spirit of the Keys meets resort-style comfort. Set on more than two acres of lush tropical grounds, the property is graced with 110 swaying palms and 250 feet of natural oceanfront beach,...

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$1,266
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to 5th Ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...

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Featured review

"Long tern renter"

I have rented from Kate for seven years during January through March. I would be renting again but have another obligation this year (2007). She has been a very gracious host and condo owner. If the unit...

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$107
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Four Freedoms Beach

Key Amenities

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

About this property

This 3-bedroom, 2-bathroom vacation rental offers, 3 50-inch Smart TVs, Free WiFi, a private spacious fenced in backyard with a large heated pool where you can enjoy the sunshine or a comfortable night under the lanai. .Whether you're in town for a fun weekend or a snowbird flying South for the...

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Featured review

"Cape Coral visit"

We enjoyed our stay and have nothing but compliments for the owners Joyce and Marc. The accommodations were nice and adequate. The pool was enjoyable and the temp was perfect. I would recommend this...

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$162
avg per night
Hallandale 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

This newly built luxurious and fully furnished five acre vacation property situated directly on the beach has magnificent ocean and intracoastal views from its balcony. Its location combines all of the amenities of downtown living with beautiful beachfront sights and sounds.At your benefit this mediterranean...

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Featured review

"Winter break"

Was absolutely amazing! Will definitely go back! The staff was great and it was very clean! Can’t wait for next year!

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$187
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 14 miles to Manasota Key Beach

Key Amenities

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

About this property

Thoughtfully curated with a clean, calming coastal design, this boutique-style retreat was created for guests who want comfort, style, and a healthier living environment while enjoying the Florida lifestyle. Enjoy: • Peaceful golf course views from the private screened lanai • Bright open-concept...

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$133
avg per night
Special Offer
Venice Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 75 yards to Our complex is directly on the beach.

Key Amenities

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

About this property

Enjoy the stunning sunsets at this beautiful beachfront community in Aldea Mar offering private beach access, largest heated pool on the island, putting green, clubhouse, shuffle board, and serenity.Fully furnished two bedroom, two bath villa. The villa has vaulted ceilings, light airy colors, and...

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Featured review

"Best destination in Venice,Florida"

We love the destination also after the 9th booking. The beach and pool are just a few steps away.The house is comfortable and we love sitting on the terrace enjoying the silence. We are looking forward...

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$197
avg per night
Tavernier House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 4 miles to Founders Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Island Time!This newly constructed canal front residence located in the heart of Plantation Key is sure to help boost your serotonin and ensure complete relaxation. This impressive home can comfortably accommodate eight adults with four bedrooms and three bathrooms.The main living...

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$521
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

Make It Sweet is a new construction custom home steps from the private community boardwalk to the beach. Our home was built for large groups or extended families to enjoy. The house sleeps 18, featuring 3 King Suites, a handicap accessible Queen Suite and a bunk room for 10. There are two living spaces,...

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Featured review

"Best Stay in Cape San Blas!"

We just returned from our Make It Sweet stay and I can’t say enough about this luxurious house. Jennifer and her husband (sorry, forgot your name) have thought of everything! The modern amenities like...

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$602
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to captivating Marco Island and enjoy all of the comforts of home in this lush, tropical setting. Our 2 bed, 2 bath condo has been completely renovated and beautifully decorated . The living room and both bedrooms enjoy breathtaking views of the white sand beach and the stunning Gulf of Mexico....

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Featured review

"I Loved My Stay"

We had an absolutely fantastic stay at this condo at 140 Sea View Court on Marco Island, Florida! From the moment we arrived, everything exceeded our expectations.The location is unbeatable — just...

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$275
avg per night
Key Largo Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool

About this property

Welcome to our little slice of paradise! Your perfect Key Largo escape in the exclusive Landings of Largo community! This spacious and beautifully appointed 4-bedroom, 3-bathroom corner unit offers the ultimate blend of comfort, convenience, and resort-style amenities—ideal for families, groups,...

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Featured review

"Perfect large and roomy condo"

I can't express how much we love this condo at the Landings at Largo. The community is fantastic and so friendly. The pickleball court and pool are steps away and the pool is temperature-controlled. Our...

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$297
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 53 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Specials: last week in Sept $650, monthly: Oct $1900, Nov $3000, and Dec $3200! Oct available for 10 nights or more $115/nightBe in the center of the new developments. By golf cart, Casa Verde is only 5 minutes to Sawgrass Grove, 15 minutes to Eastport, and 20 minutes to Brownwood Paddock.Casa...

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Featured review

"Mike and Doris Hauer"

Thoroughly enjoyed our stay at this beautifully appointed home. Graciously had everything you could possibly want as well as a great golf cart. I would highly recommend. Great location too

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$89
avg per night
Special Offer
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Bunche beach

Key Amenities

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

About this property

Minutes to Sanibel Island and Fort Myers Beach!Gated community with all the amenities! This property available in season for Jan-March 3 months. All other months during the year available on a monthly basis.Great location to Lee Memorial Heath Park, Sanibel, Fort Myers Beach and walking distance...

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$124
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...

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Featured review

"The Perfect Home"

I came to this house with friends, completely unsure what to expect from Key West. The island itself moves at this fascinating, slightly calm/chaotic pace, but stepping into this rental felt like entering...

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$777
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Canal-Front Keys RetreatTucked away on Big Pine Key, this elevated canal-front home offers the relaxed rhythm of the Florida Keys with room to breathe, unwind, and reconnect with nature. From peaceful mornings on the deck to spectacular sunsets over the water, this home is designed...

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$189
avg per night
Cape Coral House
Sleeps 13, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your dream getaway in Cape Coral, Florida! Our luxurious canal-front retreat offers 4 bedrooms and 3 bathrooms, perfect for vacations, weddings, bridal party preparations, and reunions for up to 50 guests but a maximum of 13 overnight guests. Enjoy a fireplaced living room, landscaped grounds...

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$439
avg per night
Panama City Beach Condo
Sleeps 7, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Changes in Attitude — Top-Floor Beachfront Loft with Gulf Views in Panama City Beach (Sleeps 7)Welcome to Changes in Attitude — a fully renovated top-floor beachfront loft with private Gulf views, a balcony overlooking the beach, and direct access to the sugar-white sands of Panama City...

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Featured review

"Great stay"

Our stay was absolutely the best honey! everything within walking distance, our car didn’t move until the day we left. The weather was perfect. The beach was so nice and clean. The condo was perfect for...

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$240
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 14 miles to Ft. Myers Beach / Sanibel

Key Amenities

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

About this property

Cape Coral Condo Rentals — Book Direct at Capevaca!BOOK DIRECT: Visit us at capevaca dot com to check availability, calculate your stay, and book direct — no extra fees! Extended stay discounts available.Choose from three flexible options:First-floor condo: 2 bedrooms (both King...

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Featured review

"Absolutely perfect stay!"

Everything in this home was perfect! It had everything we needed and more. We loved the residential location. We were able to ride ,with safety, the bikes in the garage, the garage provided all the activity...

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$157
avg per night
Indian Shores Condo
Sleeps 6, 1 bedroom, 1 bathroom
22 reviews

Distance to beach: 5 miles to Clearwater Beach

Key Amenities

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

About this property

This is a well-appointed one-bedroom/one-bathroom Gulf-front condominium. The bedroom offers 2 queen-size beds, a TV, which has regular cable, a VCR and a clock radio with a CD player. The condo features a nice full-size desk, a fully equipped kitchen (refrigerator has crushed and cubed ice on door),...

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Featured review

"Villas at Clearwater"

Great location to beach, clean rooms, spacious 2 bed 2 bath! We had a wonderful stay and look forward to coming back to Clearwater Beach next year!!!

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$229
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Fifth Avenue Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Discover this luxurious hidden gem, just a 5-minute drive from the pristine beaches and the vibrant Naples 5th Avenue. Professionally designed by Urban Home Interior Design Studio, this fully renovated spacious villa combines style and comfort with high-end finishes throughout. This villa has been our...

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$194
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 20 miles to Fort Myers

Key Amenities

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

About this property

4th Floor Condo, with elevator. Small pool located a short walk from the condo Beautiful views, looking over the fairway and nature reserve. Port Charlotte can been see in the distance. Small balcony, with seating and electric BBQ. Sunsets are gorgeous.PET FRIENDLY.*************THIS DOES...

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Featured review

"Flawless 3 month stay"

I rented this 2 bedroom unit from Oct 1, 2025 to Dec 31, 2025. The booking and financial transfers went smoothly and I felt very comfortable renting this unit from a different state (NJ). Ruth (owner)...

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$109
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.