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Florida Snowbird Vacation Rentals

(3353 rentals)

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

Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 4 guests with air mattress. It features 2 separate lanais. You can enjoy...

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Featured review

"Great winter getaway!"

Quiet, peaceful, pretty location! Clean, spacious condo. We enjoyed sitting on the lanai in the mornings and so peaceful to sit and read in the evenings. We have family in the area and this location...

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$136
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Discover the perfect balance of comfort, charm, and Florida sunshine in this beautiful home, ideally located just a short stroll from the world-famous Siesta Key Beach and the lively Siesta Village, filled with restaurants, cafés, and boutique shops. Bedrooms & Comfort Left side of the home: • One...

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Featured review

"great location to the Village and beach"

A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit...

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$297
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$748
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
8 reviews

Key Amenities

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

About this property

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

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Featured review

"Fabulous place to stay!"

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

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$818
avg per night
Wilton Manors House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 3 miles to The ocean!

Key Amenities

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

About this property

Modern home with heated pool and separate hot tub. Freshly painted, new carpet, recently designer furnished. The entire backyard is surrounded by 20 foot tall Areca palm trees which means you have complete privacy for swimming, showering, etc. Even the hot tub on the second floor deck can't be...

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$646
avg per night

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Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Manasota Beach/ Venice Beach

Key Amenities

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

About this property

A calm, stylish, and comfortable condo perfectly situated in the heart of Wellen Park, just minutes from CoolToday Park, Downtown Wellen, and Venice’s world-famous beaches.WHAT YOU WILL LOVE: • Boutique modern coastal design Clean lines, soft textures, neutral palettes, and a fresh,...

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Featured review

"Perfekt"

Wir haben uns in der Unterkunft sehr wohl gefühlt. Es ist alles exakt wie auf den Fotos und in der Beschreibung. Die Unterkunft ist sehr sehr sauber gewesen. Die Umgebung ist ruhig und sicher. Die Poolanlage...

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$172
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Florida Keys Vacation Rentals – Start your vacation in the Keys off right at Blackbeard’s Escape! This unique home has it all. Main living area on first floors is a 2-bedroom 1 bathroom home with gourmet kitchen, lovely finishes and details plus comfy king size beds. Cooling is great with...

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$353
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 0.2 miles to Pompano beach

Key Amenities

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

About this property

Fall in love with this elegant large 1-bedroom condo that is a smart haven, is super comfortable, and only a 2.5 minute walk to the sparkling white sands of Pompano Beach, and ½ block east from the peaceful Intracoastal Waterway & Water Taxi.Located on the 2nd floor, this 1-bedroom offers...

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$132
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great place"

Loved this rental. Close to beach and has a pool. Pet friendly too. Roomy and well stocked with kitchen items as well as towels.

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$325
avg per night
Sanibel Island House
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.2 miles to Many

Key Amenities

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

About this property

Private and Peaceful Lakefront Suite for Rent – Sanibel Island (East End).About the Suite & Living Arrangement:This private suite is attached to a home occupied by two long-term Sanibel residents. One is retired and home part-time, and the other works five days a week on the island....

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$109
avg per night
Cape Canaveral House
Sleeps 25, 7 bedrooms, 6.5 bathrooms
5 reviews

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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Featured review

"Cape Canaveral House Rental"

I cannot recommend this Cocoa Beach vacation house enough. From planning to booking to questions pre-trip and during trip, the host was always accessible and extremely friendly and helpful. The property...

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$871
avg per night
Punta Gorda House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Luxury Waterfront Getaway – 5BR/4BA w/ Unobstructed Harbor Views Welcome to your private slice of paradise in Punta Gorda, Florida! This stunning 5-bedroom, 4-bath luxury waterfront home offers unobstructed panoramic views of Charlotte Harbor, blending elegant design with the perfect setting for...

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$299
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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$210
avg per night
Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...

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Featured review

"Lovely"

Wonderful place to stay! You will love it! Feels just like home!I would recommend staying here with your family

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$199
avg per night
Babcock Ranch Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

***GOLF MEMBERSHIP*** Babcock National is a Golf & Country Club community in Babcock Ranch. This stunning community is situated on the northeast side of Founders Square across Lake Babcock. This Veranda Condo is a 2 Bedroom + Den, 2 Bathroom, 2nd Floor with Golf Course and Lake Views!! The condo delivers...

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$128
avg per night
Panama City Beach Cottage
Sleeps 6, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 30 feet to 30 Feet to the Beach! The width of the street...

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

7 night DEALS and Specials - Shorter stays are available ! 30 Feet to THE BEACH!ALL NEW PICTURES JUST ADDED!! - - 1Br + Bunkroom Sleeps 4David and Lisa Sample (850) eight 19- 333 one - CALL US NOWWE HAVE 100 PERFECT REVIEWS on VRBO but it's less $ to rent it here!No Elevators, No...

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Featured review

"Bahia"

The best stay we have had in Florida! The Tram is one of the main reasons I will be booking in this area from now on!!

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$116
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 50 feet to Gulf of Mexico

Key Amenities

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

About this property

Contact me for rates and availability!Come enjoy the most beautiful beach in the world and soak up those sun rays. Our family owns 3-bedroom and 1-bedroom luxuriously large BEACHFRONT condominiums at the Regency Towers Resort Condominium, 5801 Thomas Drive, Panama City Beach, FL.--Three 3-bedroom...

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Featured review

"More than expected"

Such a nice place, great area to stay and love the short walk to beach. Would definitely love to come back.

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$162
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...

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Featured review

"Beautiful"

we loved everything about this home, it meet or exceeded all of our expectations. Our family really enjoyed the time spent here, the location was amazing and the home had everything we needed.

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$375
avg per night
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Absolutely fantastic, huge 2 br DIRECT GULF FRONT with balcony off each bedroom. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons of 5-Star...

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$243
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Location! Location! Location!! TWO bedrooms and TWO full bathrooms. Bedrooms are separated for privacy. Each has its own full bathroom. 3rd Floor Unit Condo directly on the ocean! Steps to the beach, and pool Shucker's Tiki bar is walking distance Great location near all amenities and only...

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Featured review

"Beautiful ocean views at this amazing beach condo!"

“AMAZING two month stay at this beautiful ocean view home. Our host was wonderful & very responsive. The ocean views are spectacular! It is in an excellent location and the residents in this community...

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$193
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 10 feet to White Sandy Beaches on Panama City Beach

Key Amenities

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

About this property

The Splash Resort in Panama City Beach is the new standard for family vacation destinations on the Gulf Coast, offering Gulf Front 2 condominium overlooking the Gulf of Mexico with the most unique set of amenities ever offered at a beachfront resort on the Gulf Coast. Kids of all ages will love the water...

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$1,094
avg per night
Marathon House
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 3 miles to Sombrero Beach

Key Amenities

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

About this property

Trade the everyday for island time at our oceanfront home in Marathon, designed for guests looking to truly experience life in the Florida Keys.Located in the welcoming Ocean Breeze community, our modern 2-bedroom, 1.5-bath home sleeps up to six and is fully equipped for a comfortable extended stay....

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Featured review

"Oceanfront Property Marathon FL"

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

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$290
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 feet to Bonita Beach

Key Amenities

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

About this property

Discover paradise in this stunning 6th-floor beachfront condo with breathtaking Gulf views! This beautifully designed space features two bedrooms and two baths, an open floor plan, and a spacious master suite with an en-suite bathroom.Highlights of this Beachfront Retreat -Panoramic Gulf Views: Enjoy...

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Featured review

"Beautiful condo and beach"

This was our first time taking an extended vacation in Bonita Springs and we couldn't have been happier. From the great location to the beautiful beach to the condo which was equipped with everything we...

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$334
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

“Endless Paradise” is truly a Cudjoe Gardens gem! This ground level (no stairs here!) vacation rental home is walk in and relax ready! Located in the highly desired Cudjoe Gardens neighborhood known for its great boating access, ground level prestigious builds, local marina and don’t...

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$333
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$226
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Anne's Beach State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo sleeps 4 and comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key, Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks. Newly refurnished and refurbished,...

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Featured review

"A great two weeks in beautiful Islamorada."

This two bedroom apartment in the beautiful Bay Harbour condominium was special. The views of the ocean and the apartment complexes marina were exceptional. The apartment was well stocked with all the cooking...

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$354
avg per night
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 feet to Fort Myers Beach

Key Amenities

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

About this property

Enjoy the breathtaking views of beautiful Fort Myers Beach from this direct Gulf Front Corner Unit. This stunning 2 bedroom, 2 bath condo is located close to Times Square. Relax on the beach or by the heated pool overlooking the ocean. You will love this well appointed fourth floor beach condo. Fully...

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Featured review

"Beautiful Beach View from this Condo"

Condo had a very spacious living area and came with lots of extras such as coolers, beach chairs, games, puzzles. Also has a beautiful view of the beach.

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$342
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$167
avg per night
Cape Coral Villa
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 4 bedrooms | 3 bathrooms LOCATION: 2632 NW 4th St Cape Coral, FL, 33993, US LICENCE NO: RR-001795-2026 BUILT IN: 2021 LAST RENOVATED: 2023 (painted house/rooms) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Great for familys...

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$267
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 12 guests | 6 bedrooms | 6 bathrooms LOCATION: 1840 SW 40th Terrace Cape Coral, FL, 33914, US LICENCE NO: RR-001815-2026 BUILT IN: 2024 MAIN FEATURES: Pool (gas heated) Spa (gas heated) Gulf access + boat lift Tiki-hut at boat dock Big house with 2nd...

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Featured review

"Great house!!"

I have to admit, this may be the best house I ever rented. The place was beautiful and clean. 6 grown men stayed the week with plenty of room, didn't feel crowded. I honestly have absolutely no complaints...

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$414
avg per night
Redington Shores House
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Distance to beach: 0.0 miles to Out front! 30 steps away.

Key Amenities

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

About this property

You are on vacation! No need to worry about anything here! Our beach house is a very rare, private, stand-alone home that sits right on the beach - NOT A CONDO! No elevator, passcode or shared property to be exposed to! You can see the Gulf of America and sunset/moonset from every room in the house...

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Featured review

"wonderful"

We had a great time. The location was perfect. Sue was attentive and responded quickly to questions. The house was spotless and fully equipped with all that was needed to cook and enjoy the beach. We...

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$571
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms
23 reviews

Key Amenities

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

About this property

This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....

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Featured review

"Perfect Islamorada house for boating family"

House was perfect for us. Checked all the boxes, easy to access, great comfort throughout, dock perfect, fish cleaning station, pool was great. Ice machine, list goes on. We have rented from Islamorada...

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$488
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Ground Floor. Upgraded 2 bedroom. Master bedroom has a king bed, guest bedroom has two double beds. Both bedrooms have adjoining baths. Tile floors throughout. Fully upgraded, well stocked kitchen, including spices. TV's in each of the bedrooms, and living area. New Leather couch and love seat, both...

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Featured review

"Wonderful stay"

Place we stayed was very nice. Landlord was easy to talk to if needed. Website description was accurate. Great view of beach.

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$158
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Experience luxury living in this stunning vacation rental nestled on a prestigious golf course in Cape Coral, Florida. With three spacious bedrooms and two baths spread across 1800 square feet, there's ample space for relaxation and entertainment. Enjoy soaking up the Florida sun by the large, sparkling...

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Featured review

"Beautifully situated next to the golf course with a stunning sunset"

We thoroughly enjoyed this older, well-renovated house with two people from mid-November to early December. The rental process, move-in, and move-out were all very well organized by the extremely friendly...

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$276
avg per night
Key West Condo
Sleeps 2, 1 bedroom, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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$270
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
31 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to your tranquil coastal haven! This beautifully designed getaway boasts stunning ocean vistas from the kitchen, living room, and balcony. With all the comforts of home at your fingertips, you’re just steps from the beach and a short walk to amazing dining spots. Perfect for families, couples,...

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$88
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy your stay in beautiful Venice in a fully renovated, tastefully furnished 2 bedroom/2 bathroom second floor condo overlooking a private country club golf course. Open floor plan and vaulted ceiling make the space feel spacious and airy. Relax in a well appointed elegant living room with a 65 inch...

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Featured review

"Great Place"

We stayed at this property for the Month of April 2026 and I can not say enough good things. Valentia was super easy to work with and was quick to respond to any questions we had.The condo was fantastic...

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$148
avg per night
Venice Cottage
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This adorable cottage located in a large private oasis with serene outdoor living spaces, is just blocks from down-town Venice, enjoyable walking and biking trails, boutique shopping, close to the renowned Venice Library, Art Center, Farmer's Market, Tennis and Pickle Ball courts. Enjoy beachside...

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Featured review

"Gardenia Cottage"

I loved staying at Gardenia Cottage, a perfect place for a couple or one person. It was so comfortable, bright, and cheery. The sitting area outside felt private, a place for morning coffee or an evening...

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$173
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$200
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

The 'Oleander Too' One of David and Lisa Sample's Rentals! We have MONTHLY, Weekly or Nightly Stays ! - Less than 7 nights is OK. The longer you stay, the better the rate! Contact us for THE BEST DEAL!David & Lisa Sample's Beach Rentals and Haven Beach Rentals Contact David...

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Featured review

"Total WOW"

The house is perfect. Spotlessly cleaned for your arrival. Plenty of space for all our needs. The wow factor for us has always been the location. Quiet residential area. No disruptions. Convenient to excellent...

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$128
avg per night
Indian Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 10 feet to Indian Shores

Key Amenities

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

About this property

Direct beachfront living in Indian Shores! This fully updated 2BR/2BA Gulf-front condo offers sweeping views of the Gulf of Mexico, powder-soft sand, and unforgettable sunsets from the living room, dining area, balcony, and spacious primary bedroom. You can also enjoy a bonus view of the Intracoastal...

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Featured review

"Spotless, Fully Stocked, and Truly Beachfront"

I stayed at this oceanfront 2BR in Indian Shores in August and had an absolutely fantastic experience. The condo was spotless, beautifully maintained, and stocked with everything you could possibly need...

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$128
avg per night
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Davenport House
Sleeps 10, 4 bedrooms, 3.5 bathrooms
1 review

Distance to park: 15 miles to Disney

Key Amenities

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

About this property

The Fountains is convenient to everything you could possibly want, from restaurants to easy access to Disney routes. World class golf is 1 mile away. The clubhouse and swimming pool is walking distance. This townhome has plenty of room for the family with two king ensuites, a queen room, and the Mickey...

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Featured review

"Very spacious, well equipped condo"

We have been going to Florida for several weeks each winter, and this condo was the most spacious and well equipped condo we’ve rented so far. Owner was very responsive to inquiries and issues, could...

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$186
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbuilt

Key Amenities

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

About this property

Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air pool & spa!...

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Featured review

"Naples Paradise"

We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance...

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$623
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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Featured review

"Best house in Cape Coral"

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

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$354
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

**New golf course and clubhouse updates for 2027** Lovely furnished 2 bed + den, 2 bath 1st floor end unit condo overlooking the 18th hole with 2 car garage in Cypress Woods Golf & Country Club! Master bedroom has separate entrance to lanai, king size bed, walk in closet, master bath with 2 vanities,...

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$185
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1 bathroom
24 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

→ MONTHLY STAYS - Message Us for Great, Long Term Snowbird and Travel Nurse Rental Rates Throughout the Fall and Winter Months!Escape to our bright 2-story townhouse in the heart of Panama City's premier Gulf Highlands resort! This updated two-story townhouse sleeps up to 6. Enjoy a fully...

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$88
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

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

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Featured review

"2 week holiday"

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

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$184
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Instantly be in vacation mode upon arriving at this home! You’ll have no problem relaxing here. The three-pocket sliding door opens the living room up to the lanai and pool area for a truly unique open living area. Plenty of space to relax and lounge around the pool. All appliances are brand new,...

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Featured review

"Super nice house with pool in warm FL!"

Beautiful house in a safe area with pool, near activities and restaurants in SW FL. What more can you ask for!

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Bonita Springs Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbirds Paradise! Come out of the cold and enjoy a winter lounging by the pristine community pool, work-out in the on-site gym, enjoy community activities and socials and retreat to this spacious and impeccable villa! All the comforts of home in this fully furnished 2 BD/ 2 BA + Den (1 King, 1 Queen...

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Featured review

"We were only able to go for a week in key west"

Was not able to rent one from Florida rentals, however we possibly look forward to 2027, we stayed in a hotel in key west for a week at least , it it was a little cool this year

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$167
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Family House in Big Pine Key, Fl on the water. Bring your Boat and have easy access to the most beautiful waters of the Keys. Boat dock on the back of the house, and house comes with everything, it will make you feel at home.Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront...

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Featured review

"Amazing"

This was our 2nd year staying at the Cloud 9 House home...if we could we'd stay a month instead of 10 nights the first year and 14 this year! The house has everything you could want and the hostess is amazing...

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$257
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.