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Florida Snowbird Vacation Rentals

(3380 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.

New Port Richey House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Gulf Harbor Private Beach

Key Amenities

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

About this property

This free-standing single-family house has three bedrooms with queen beds and 3 full bathrooms with a bonus pull-out queen sleeper sofa bed in the living room that can be added. This is a fully furnished and newly remodeled coastal chic style rental property on the gulf waterfront in the Gulf Harbors...

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$140
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $1200/week, $2990/month Dec-Apr: $3500/week, $12,990/monthPOOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Or Sister villas with tropical garden...

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$173
avg per night
New
Cape Canaveral House
Sleeps 25, 7 bedrooms, 6.5 bathrooms

Key Amenities

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

About this property

This 7BR/6.5 BA Beach House is perfect for large groups. Featuring 3 private apartments with full kitchens under one roof. A central gathering area opens to a double-lot outdoor oasis with a large 15x30 pool, 2 hot tubs, cedar sauna, putting green, fire pits, gazebo, tiki bar with grill, and outdoor shower....

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$871
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

ground level on 2 story building parking right out front.unit has new kitchen and appliances 2 bedrooms with king beds and a pullout in living room,furniture is only about a year old has 2 pools that have been just renovated along with pickleball courts and small gym in clubhouse.friendly gated community...

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Sarasota Condo
Sleeps 2, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Siesta key,Longboat key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely, serene community convenient to shopping, restaurants, beaches, (Siesta Key, Lido Beach, Longboat Key, and Anna Maria Island), Sarasota Airport, cultural and artsy downtown Sarasota, and St. Amand's Circle. Many activities abound in this beautiful area for all ages. You are between 5 and 20...

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Featured review

"Wonderful time!"

Our month of June in this condo was fantastic! Loved sitting on lanai watching all the wildlife and... resident alligators I guess!...throughout the day. We visited beaches from Anna Maria to Siesta Key......

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$108
avg per night

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Hudson House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Hudson Beach

Key Amenities

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

About this property

My home has been cleaned and sanitized. The house is always kept clean, now I've gone an extra step to sanitize it.Come and enjoy my beautiful, fully furnished 3 bedroom, 2 bath, home. My home is kept especially clean and I am always freshening it up with new towels and linens.The home...

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Featured review

"Perfect clean, comfy, pet-friendly home"

This home was perfect for my family and our golden retriever too! The house is very clean, well maintained and has all the amenities of home. The host is very accommodating and responds quickly if you...

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$160
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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Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

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Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

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$109
avg per night
New
Marco Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our fully renovated, 2 bedroom, 1 bath, ground level condo with central air. All new or curated vintage furnishings with colorful and coastal decor meet sea breezes in this popular mid-century modern condo community called Seabreeze South. The community is excellent for walking and features...

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$118
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 3 bed/2bath furnished condo only three miles form one of the finest beaches in Florida. This second floor end unit comes with lots of bright sunlight and everything has been updated. Enjoy a fantastic full view overlooking the all natural Florida preserve and clubhouse which is spectacular after...

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Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Tiger Tail

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Looking for a stunning 2 bedroom and 2 bath condo for rent on Marco Island, Florida? Look no further than this recently updated gem! Located on the first floor, this condo provides easy access to the pool area and comes equipped with all the modern amenities you need for a comfortable stay. And the location?...

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Featured review

"Wonderful"

This place was great. Clean & big enough for us to enjoy it had everything we needed. Was wonderful having the lanai to sit on in the pool being right there. Can’t wait to go back!

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$148
avg per night
Palm Harbor House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
19 reviews

Key Amenities

  • Private pool
  • WiFi

About this property

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

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Featured review

"Great Stay"

A wonderful location with great amenities. Great setting to relax or have fun. Quiet neighbourhood not far from everything you need or want to see. Great location for Spring Training games.

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$357
avg per night
Sarasota House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

Property Description Welcome to your Sarasota escape—just 8 minutes from world-famous Siesta Key Beach! This beautifully updated 3-bedroom, 2-bathroom home sleeps up to 10 guests, offering the ideal blend of comfort, style, and convenience for families and groups alike.Inside, you’ll...

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$234
avg per night
Clearwater House
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you THE 2323 SURREY LANE HOME.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and...

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Featured review

"Fabulous"

Great house, well equipped, nice yard and pool areas, close to a lot of restaurants, beaches, the causeway, groceries, and parks. Very tastefully decorated inside and out. Very pleasant.

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$167
avg per night
New
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Located directly on Fort Myers Beach on the south end. The beach and lanai are beautiful; condo has a heated pool facing the Gulf. Just over the bridge from Lover’s Key park. Elevator. Two bedrooms, pullout sleeper sofa in the living room (condo sleeps 6). Wifi and Direct TV (in living room and...

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$275
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1908 NW 6th Terrace Cape Coral, FL, 33993, US LICENCE NO: RR-001802-2026 BUILT IN: 2024 MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated) ESPECIALLY SUITED FOR: Families,...

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$198
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This home has gone through a complete remodel ready for your relaxing vacation. Located in a quiet neighborhood off the sought off Surfside neighborhood. Brand New Salt Water Pool with Solar Heated Roof Panels . Home has 3 Bedrooms Master Suite has King Bed w/Master Bath and Garden Tub w/Shower with Slider...

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Featured review

"A Gem of a home"

A beautiful home located in South West Cape Coral on a quiet street. Close to shopping, restaurants and parks. The home was totally remodeled with a brand new pool. Impeccably clean, spacious, sleeps 6...

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$178
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$142
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 12 miles to Marco Island "Tiger Tail" or Marco south" Beaches

Key Amenities

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

About this property

Wonderful home in Lely Resort for a comfortable and enjoyable vacation in beautiful Naples, Florida. Access to the "Players Club" is available. Special discounted rate for stays 28 nights and above.Conveniently located 15 minutes south of Old Naples and 10 minutes east of Marco Island....

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Featured review

"A little piece of paradise with enticing pool"

The house is in a very posh neighborhood. It was a little smaller than the pictures show, but it is decorated very nicely and is very welcoming. Couches are very comfy and the king size bed in the master...

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$425
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Babcock National Golf & Country Club!This beautifully appointed and fully equipped condo is nestled on the top floor, offering breathtaking panoramic views of Lake Babcock and the 10th hole. You’ll love watching the vibrant sunsets from your private screened-in lanai.Inside,...

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Featured review

"Babcock Condo"

Condo was spacious and well appointed. Beds and furniture were very comfortable. The view of Babcock Lake was beautiful and the sunsets were amazing.

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$137
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Whitney Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Discover this 3-bedroom gem in Longboat Key.Wake up to the sound of waves and enjoy direct beach access just a few feet from your door. This bright and inviting first-floor 3-bedroom, 2-bathroom condo on Longboat Key offers 1,500 square feet of comfort, convenience, and coastal charm, the ideal place...

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$465
avg per night
Rosemary Beach Cottage
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Customer-focused! All inquiries are responded to within 12 hours, usually in less than 4 hours, but most times within 1 hour!Cochran Cottage/Freedom at the Beach house Property Type: Cottage, 2-story structure 4 Bedroom / 3 Bath Sleeps 9 2000 Square Feet with additional 500 sq ft of porches ...

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$710
avg per night
Daytona Beach Condo
Sleeps 5, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Direct Oceanfront balcony. Welcome to fabulous Daytona Beach Resort where guests can watch the sun rise from the Atlantic and set on the Intracoastal. Located across the street from the Bellair Plaza shopping place where the Publix and all the stores are situated. Spend the day splashing in one of three...

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Featured review

"What a great Place"

Everything is close Restaurant Beach Grocery Right on the beach The view from the balcony is breath taking Can wait to go back

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$243
avg per night
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 0.4 miles to 4th Ave Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful single family home features a large private heated pool with view of canal and mangroves. Palm trees line the property and provide shade for your afternoon nap. Numerous sea birds visit to fish in the lagoon, and you can kayak into the intracoastal waterway and enjoy dolphins, manatees...

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Featured review

"Love This Place!"

I so love spending time at this location! The house is spacious, clean, well stocked, and the pool area is so relaxing. The pool is warm and one day when it felt cold, Josiah was on it and had the issue...

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$500
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Golf Condo with fantastic views overlooking the 10th Green, Babcock Lake, and Downtown Babcock. Babcock National Golf & Country Club Vacation Rental A Golfers Vacation Paradise, located in Southwest Florida. This 2nd Floor Terrace Condo has been professionally designed and furnished. Formerly one...

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$95
avg per night
Special Offer
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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$395
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy your stay in a beautiful house with design furniture with huge pool area and contemporary but cosy oversized lanai to indulge pure luxury in the popular Pelican area in Cape Coral, Florida.The new property (finished in July 23) is located on a fresh water canal in a beautiful and very quiet...

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Featured review

"Absolutely fabulous!!"

What a fantastic home! Top notch property and wonderful communication. No complaints at all! Would definitely go back!

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$206
avg per night
Sarasota House
Sleeps 12, 5 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your luxury Sarasota escape, a stunning newly built two-story home designed for comfort, style, and unforgettable stays. Perfect for families, multiple couples, or group getaways, this spacious 4-bedroom, 3-bath residence comfortably sleeps up to 12 guests and offers a refined blend of modern...

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$284
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover your slice of paradise just 10 miles from Naples' pristine beaches! This beautifully remodeled 1-bedroom condo is nestled in a charming gated community, close to first-tier shopping, dining, and world-class golf courses.Step inside to find a modern open-concept kitchen with new appliances...

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Featured review

"Convenient and quiet condo"

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

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$90
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 11 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience a one-of-a-kind, custom-built condominium featuring three bedrooms, two bathrooms, and a private den/workspace, located in the beautiful, gated Creekside Preserve community. Thoughtfully designed with high-end finishes and built-in luxury appliances, this home includes Wi-Fi, cable, all utilities,...

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$104
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

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

About this property

This beautiful 3 bdrm/2.5 bath first floor carriage home is a beautiful home located in the heart of South Ft. Myers! Bell Tower Park is in a gated community, conveniently located off US 41, 8 min to the Bill Hammond Spring Training Field and adjacent to Bell Tower Shops that offer upscale dining, shopping...

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Featured review

"A home away from home."

A beautiful home well furnished and appointed supplied with everything one needs. The owners were most attentive and checked to see if there was anything we needed. The location is close to shopping, dining,...

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$133
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 | 4 bathrooms LOCATION: 2700 SW 20TH AVE Cape Coral, FL, 33914, US LICENCE NO: RR-001805-2026 BUILT IN: 2018 LAST RENOVATED: 2023 (painting) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access + boat &...

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$241
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This is a rare find and certainly a gem that will surely dazzle you. Located on the top floor multiplex, sits this amazing 3 Bedroom 2 Bathroom condo overlooking both KingFisher lake and the Antilles Clubhouse. You are just minutes from a luxurious retreat featuring a zero entry pool, jacuzzi, fire pit...

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$145
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

***GOLF MEMBERSHIP***The Celiana floor plan is a 2 bedroom plus Den, 2 Bathroom, 1st floor Condo. Golf Course and Lake Views!! Inside boasts stainless steel appliances, granite counter tops, crown molding, 20” porcelain tile, blinds, fans, lighting, and beautiful furniture! Bonita National’s...

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$60
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

For those who do not know Beachplace, it is more of a resort than it is a gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis, pickle ball and more. This beautiful 5th floor corner unit has amazing...

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Featured review

"Amazing Place"

Arrived on the 1st of May what amazing place the Beachplace is right on the Gulf of Mexico the beach and the water was amazing. So many restaurants to visit and a Publix just down the road . Can’t recommend...

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$197
avg per night
Sanibel Island House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Sanibel Beachs

Key Amenities

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

About this property

Escape to the beauty of Sanibel Island with a stay at our exquisite 4-bedroom, 3-bathroom ranch-style home. With 2,100 sq ft of living space, this modern and meticulously designed property offers a perfect blend of comfort and luxury.Key Features:Spacious 4 bedrooms: Master bedroom with a king...

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Featured review

"Best Location and Wonderful Retreat!"

We typically stay in Fort Myers Beach but our favorite spot was washed away by the storm. We were so excited to find out Nate has a new property on Sanibel. The location is so desirable, island living at...

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$347
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
20 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this large, newly updated beach condo with private waterfront balcony off living room, deck overlooking pool, and covered parking. This unit has all the amenities of home including spacious rooms. Spend your beach vacation at "The Narrows" with easy access to the beach on one side and...

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Featured review

"Sunrise / Sunset Inspiration"

Very comfortable and spacious condo. We enjoyed the views of the inter-coastal waters and the close proximity to the beach, restaurants, shopping, and entertainment. We look forward to staying there again!

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$169
avg per night
St. Augustine House
Sleeps 22, 7 bedrooms, 3.5 bathrooms

Distance to beach: 0.1 miles to Vilano Beach

Key Amenities

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

About this property

*note - Rates are not accurate on this. They fluctuate weekly (sometimes daily). Please inquiry for a "soft quote". If that price is agreeable I will send you a formal quote with line item breakdown for your consideration.This home has been operating since 2021 and has over 100 reviews...

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$1,286
avg per night
Special Offer
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to the Queen's Flamingo. A 3br, 2bath, heated pool home. This home has everything you need for a relaxing vacation. The home has a heated salter water pool and spa combination, outdoor covered roof dining, fully fenced in yard with privacy fencing, and a Florida room. The split floor plan...

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Featured review

"Great place to stay!"

We loved the well appointed space and the backyard pool! Everything we needed was supplied, and they even had outdoor things to play with, pool stuff, bikes, masks and balls. We had a great time and are...

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$217
avg per night
Key West Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 800 yards to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private town home (one of only seven available for...

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Featured review

"Island Magic"

Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!

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$445
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4 bathrooms
4 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

"Great place to stay!"

We really enjoyed the house, very well appointed! 5 kayaks for you to use anytime , and believe me we used them and had a blast! Debra the owner is a dream even had a Bottlle of Champaign and a cake waiting...

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$647
avg per night
Davenport Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

(Please Some dates are still available even if its shown as unavailable. Give us a note to enquire) This Award winning Villa for Customer reviews 9.7 out of 10 Score at is available for your Vacation. An Excellent Detached Family Vacation home/Villa located in prestigious 24/7 Man Gated SOLANA...

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Featured review

"Flordia Vacation"

House was great! Very spacious and the kids loved the pool and the games in the garage. We would definatly recommend this rental. Owner responded very quickly and answers any questions you have. We had...

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$185
avg per night
Englewood Estate
Sleeps 8, 3 bedrooms, 2.5 bathrooms
24 reviews

Distance to beach: 1 miles to Manasota Key Beach

Key Amenities

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

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta...

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Featured review

"Great Experience!"

This home fit our needs perfectly. It was extremely clean and well organized. We loved the layout and functionality of the home. We enjoyed the pool area and spent quite a bit of time out back. Access to...

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$285
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6.The master king suite includes two nightstands, dresser, TV and your own walk-in closet as well as sliding glass door access to the patio and pool area....

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Featured review

"We really enjoyed our stay!"

This is a beautiful home that provides everything you need for a wonderful vacation. Our favorite way to spend time was enjoying the outside area and pool. Very quiet and relaxing -- just what we were wanting....

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$315
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 0.5 miles to Higg's Beach

Key Amenities

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

About this property

Private Luxury Key West Home with Private Pool, surrounded by lush tropical landscaping in the Casa Marina neighborhood of Old Town.The fusion of a mid-century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district...

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Featured review

"Stunning Private Villa in Key West - Fabulous Location!"

We were so impressed with this Key West hidden gem. Along with it's beauty, you feel the love and care the owners have for this private home, as they provided you with all the amenities, plus so much more....

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$417
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have Casper mattresses. The layout of the condo offers a beautiful view...

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Featured review

"Wonderful place to stay!"

This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!

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$350
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 500 feet to Archibald Park's Madeira Beach - Snack Shack

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate coastal escape in our elegant ground-floor 1-bedroom Executive Waterfront Penthouse, perfectly situated in beautiful Madeira Beach. Designed for couples seeking a luxurious and romantic getaway, this exquisite retreat offers easy access—no stairs to navigate with luggage...

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$164
avg per night
Key West House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap around porch, a pool deck and a heated dipping pool/large...

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$479
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
26 reviews

Distance to beach: 160 feet to Estero Island Beach

Key Amenities

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

About this property

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

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Featured review

"Best place I've ever rented!"

Loved this place! The beds were very comfortable. The place was very clean and stocked with Everything you might need. The locaation couldnt have been better. My only complaint is that the Master bathroom...

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$394
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...

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$339
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.