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Florida Snowbird Vacation Rentals

(3350 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.

Delray Beach House
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 9 miles to Delray Beach

Key Amenities

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

About this property

NOTE: the property is NOT available from Dec 1 to March 31 each year, since the guests have booked a return visit for next year.There is a large salt water pool in our back yard that is enclosed with a screend lanai to keep out those pesky Florida bugs. Our yard is private, partially shaded so...

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Featured review

"Perfect vacation house in a beautiful gated community"

Just got back from staying at Donna and John’s house in a gated community in Florida, and it was fantastic!The house was very clean with everything we needed. The open and modern layout of the house...

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$190
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Gorgeous gated community condo with resort style pool and hot tub in the highly desired Heritage Pointe. The unit is on the 3rd floor and has an elevator. The unit is a short walking distance to the pool and fitness center. Lake views from inside the condo. King bed in the master and queen in the 2nd...

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Featured review

"Vacationing couple"

Very nice condo with all the essentials for a great vacation. Clean, well equipped, close to beach, felt secure, responsive host. All one could ask for.

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$70
avg per night
Crystal River House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Fort Island Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Thank you for considering us.2/2 - Close to downtown, beach and Rainbow River. Kayak available: 10-15 mins from Manatee tour co's: Crystal River Watersports, Snorkel w/ Manatees, American Pro. Fantastic location with easy access to main hwy, toll road, shopping, etc! If you're looking for...

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$72
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Port Charlotte Beach Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2020-built Terrace condo, Birkdale model at Heritage Landing Golf and Country Club in beautiful Punta Gorda Florida. Secluded but not too far away from it all, this stunning fourth floor unit offers amazing views of sunsets, the 11th tee of the golf course, a pond with lots of wildlife and on a clear...

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Featured review

"Attentive owners,well equipped and very clean condo"

Ideal and quiet place to enjoy sports such as golf,tennis and very large swimming pool. All essential services are nearby.

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$121
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay, near Tigertail Beach, or enjoy the perfect Florida weather on our spacious pool with pool house and barbecue.

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Key West House
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.8 miles to Simonton Beach

Key Amenities

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

About this property

AboutClassic Old Key West HomeThis home offers a rare combination of location, charm, and character. With a beautiful mix of historic details and modern updates throughout, it’s perfect for couples traveling together or anyone hosting visitors during their stay in paradise.Primary guest...

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$254
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...

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$100
avg per night
Boca Raton Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Located directly across the street from the beach and just a 3-minute walk to the sand, this light-filled contemporary home offers the perfect blend of luxury and comfort. Enjoy Boca’s vibrant dining and nightlife just moments away.Highlights:Spacious open-plan living and fully equipped...

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$220
avg per night
Bonita Springs Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This property requires a 3 month rental.Enjoy this immaculate home away from home in beautiful Bonita Springs! Our 2 bedroom, 2 bath home, plus office/den is located in the Paloma Community. This gated community has a neighborhood feel with beautiful palm trees and no through traffic.The home...

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Featured review

"Lovely Villa in Bonita Springs!"

Wonderful property for a long term rental! This is our second stay at this lovely home. It is a very clean and comfortable two bedroom with a bonus office space. The lanai is great too with space for...

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$67
avg per night
Boca Raton House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This impressive 4 bedroom, 3 bathroom, 2 car garage waterfront home will leave you speechless as it clearly stands out among the rest! Featuring a private european lighted red clay tennis court, pool, jacuzzi, personal gym and movie theater. This dream home is situated on 1.1 acres of beautiful, tropical...

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$718
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Village of Cason Hammock!This coastal 3/2 home comes with a golf cart and is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the...

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$93
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in desirable south Fort Myers you'll find Sail Harbor - a private, gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands of Sanibel and Captiva, and the shores of the Caloosahatchee River. As you enter the gates you'll be welcomed by...

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$114
avg per night
Port St. Lucie Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Clean and relaxing efficiency B unit with off street parking. Washer and dryer and full size refrigerator. Steps to pool and a practice par 3 included.

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$67
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$243
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

ONLY 5 years old!! 3 bedroom, 2 large full bathrooms plus bonus room,that has pull out sofa and can be used as a 4-th bedroom, 2 car garage house . Very private . Small street with ONLY 3 houses! No houses on adjacent lots. Cup of coffee in the morning and only palms, pines and birds around.The home is...

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Featured review

"Beautiful home in a very quiet neighborhood close to everything!"

Excellent single family home located on the border of North Port and Port Charlotte. The location is perfect for those looking to go to the beaches, shopping, or just find a nice restaurant for dinner....

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$50
avg per night
New Smyrna Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy sunny Florida beach living at its finest. Errol By The Sea is five story complex with 130 units. All units surround a plush tropical courtyard with a paved pool deck on a white sand beach. Two large pools, one with a splash deck for small children. One pool is heated with a wind screen during the...

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Featured review

"It was a Fabulous trip from start to finish"

Our time in beautiful New Smyrna Beach started with a welcome basket from the Owner and the condo was beautifully decorated with an 'ocean' theme. The owner was very accommodating. A beautiful condo complex...

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$107
avg per night
Panama City Beach Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Public Beach Access (Panama City Beach)

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in Panama City Beach. This spacious and comfortable 3-bedroom, 3-bath townhome is perfect for families and groups looking for a relaxing coastal getaway. The home features a king bed, a queen bed, a fun bunk bed, and a sleeper sofa in the living room, giving everyone...

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Featured review

"Beach townhouse"

Wonderful townhome..owners are new to renting ..they were super helpful and responsive. We made some minor suggestions that we thought would be helpful and definitely recommend this place..we were a group...

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$277
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
36 reviews

Distance to beach: 1 feet to On the Beach

Key Amenities

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

About this property

Our luxury condo is professionally decorated and has high quality stainless steel appliances including a Frigidaire Gallery stove with Air Fry and convection oven, granite counter tops, a full kitchen with everything needed for cooking and Coffee/Tea Bar- with Kuerig Coffee & Mr. Coffee Coffee Makers...

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Featured review

"My stay"

I stayed for 2 weeks in an absolutely gorgeous condo owned and operated by the most gracious lady. Easy to work with., honest and caring. The condo took my breath away every time I entered. 2 weeks in...

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$465
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your perfect getaway in The Villages, Florida! This beautifully designed 3-bedroom, 2-bathroom home offers a blend of modern elegance and cozy charm, creating the ideal space for relaxation and entertainment.Just 1 mile from Sawgrass Grove Market and 7 miles from Brownwood Square, you’ll...

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$100
avg per night
Islamorada Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Breathtaking Waterfront 2/2.5 Townhouse In Desirable Futura Yacht Club. Lots of outdoor living space,great for entertaining and enjoying the magnificent unobstructed Bayviews and beautiful sunset! Futuravis a gated community with a large pool tennis courts, boat ramp,beach and boat/trailer storage,parking...

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Featured review

"Great Location"

This condo was very conveniently located. We could snorkel at John Pennekamp and kayak the mangroves of Islamorado. Plenty of close good seafood restaurants in vicinity. Spend the day at Bahia Honda.

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$265
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 3 bedroom 3 full bathroom condo with a wraparound balcony located in Calypso Tower 3 Resort. The HUGE wraparound balcony provides plenty of outdoor space to take in the beautiful gulf views and beach sunsets. You do not want to miss the opportunity to make this your vacation home....

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Featured review

"The best of the best!"

This condo offers a perfect blend of luxury and convenience, and I would highly recommend it to anyone looking for a top-notch living experience. I can't wait to return! Lori went above and beyond with...

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$470
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Picnic Island (by Boat)

Key Amenities

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

About this property

Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally...

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Featured review

"Perfect place"

The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!

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$174
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom, two bathroom is in a beautiful location and minutes from 4 beaches, water sports and golf courses, restaurants, hiking and shopping. Enjoy two pools on the premises, one is directly across this unit. Shuffle board, pickleball and tennis courts are also available. The unit backs up to...

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Featured review

"Fiddlers Green"

We stayed in December of last year, and the place was immaculate. It is a great location to get to other areas in this area of Florida. And the pool and vicinity was well maintained. We would definitely...

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$73
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Villa Sunset is only a 10-15 minute drive from the most beautiful beaches. Shell seekers and beach lovers alike will find their money's worth here, and the warm waters of the Gulf of Mexico are fantastic in the summer months. For recreational boaters and anglers, there are many boat rentals in the...

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$150
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful 2-bedroom, 2-bath place that's perfect for couples or small families. What we love most about it is the incredible green space views from every window - it really feels like a peaceful retreat. The condo has everything you need: a fully equipped kitchen with new appliances, and both...

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Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Sunglow Resort in Daytona Beach Shores is a direct oceanfront condominium located on a beautiful beach. This 2-bedroom, 2-bath, 1000 sq. ft. condo is non-smoking and was recently updated with a new kitchen with granite counters, tile floors and new furniture. The condo is on the 7th floor direct oceanfront...

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Featured review

"Wonderful beach vacation"

This is a very functional 2 bedroom, 2 bath unit. The unit and building were clean and well maintained. The pool is heated, so can be used even on cooler days. I enjoyed using the BBQ's on the pool deck,...

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$294
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone in 2024 and includes fantastic, high-end finishes. Spacious living room with 70 in. tv, dining room with seating for 8, and kitchen with stainless steel appliances, and powder...

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$191
avg per night
Rotonda West House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

Open most of February 20272 bedroom, 2 bath, pool home 10 minutes from Boca Grande Beach. Lovely, well appointed home features all new furnishings and appliances. Sleeps 6 guests with space for a family or a group of friends. Reconnect and rejuvenate with a private heated pool, charcoal grill and...

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Featured review

"Amazing"

Absolutely loved this house its in a perfect location so peaceful, safe neighborhood and lovely neighbors. We have stayed in a lot of homes in this area and this by far was the best .Everything you could...

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$135
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Yacht Club

Key Amenities

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

About this property

About the Property Sleeps: 6 Bedrooms: 3 Bathrooms: 2 Property Type: Home Minimum Stay: 5 nights Living Area: 1500 sq. ft. Beautiful new fence(2/2023) King Bed, Queen Bed and two twin beds, so sleeps 4 ppl in own separate beds or 6 ppl sharing! Jay’s Getaway Villa Sunset Country Club The...

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Featured review

"A beautiful home, and wonderful hosts!"

We had a great stay in this perfectly decorated and furnished home. We were greeted with a bottle of wine, a plate of home-made cookies, and a goodie bag for our puppy. Niko A fantastic, large,fenced...

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$143
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our CLEAN, no -smoking 3 bedroom, 2 bath fully furnished house with a heated pool is ideally located !! Walk to the beach via the Public Beach Access by the Marriott Crystal Shores, only a quick one block away.“The Marco Walk Plaza” is also one block away, with its many restaurants, "dinner...

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$350
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown...

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$225
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms! This amazing 3 bedroom home on Cudjoe Key is perfect for your next Florida Keys vacation! Tropical landscaping surrounds an inground pool that overlooks a beautiful canal...everything you could want and more! There is also large concrete dock for your boat, quick easy ocean...

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Featured review

"Excellent location & Super clean Home"

My family and I stayed for the month of June 2022 and this was the first time we had visited Cudjoe Key. The house was beautiful and VERY clean. The kitchen was well equipped with everything you needed...

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$292
avg per night
South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to St Pete's Beach

Key Amenities

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

About this property

AVAILABLE JAN 2027 First Floor Waterfront Condo Pets 15 lbs or less only allowed upon condo approval2 bed, 2 bath Fully equipped, remodeled throughout. Assigned covered parking and guest parking Double screened in lanai with amazing daytime and evening views of the Bay.Gated community w...

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Featured review

"Great location!"

The condo was very nicely furnished and comfortable. The kitchen was well equipped. We loved the screened in porch and the view of the water. The location is very nice and peaceful There are beach towels...

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$135
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 yards to Top of Daytona on site

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Imagine yourself relaxing on the balcony, 24 floors above the beautiful Atlantic Ocean. This awesome 2BR Oceanview condo has the wonderful views. Peck Plaza is one of the tallest buildings on the beach, and its unique round shape gives this condo extraordinary views of the ocean, skyline, and river -...

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Featured review

"A Nice Place to Stay"

There are many things we liked about this condo, such as the view - got to see dolphins while sitting at the table or on the sofa. The beds were very comfortable, new and firm mattresses. The bathrooms...

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$224
avg per night
Tierra Verde Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Ft. DeSoto

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Breathtaking Sunrises and Serene Mornings Start your day with the stunning sight of the sun rising over Tampa Bay from your private waterfront balcony. Immerse yourself in the island lifestyle at Wander Residences. Whether you're seeking relaxation or adventure, our waterfront complex provides the...

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$93
avg per night
Juno Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Mercury Road JB-6

Key Amenities

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

About this property

This immaculate modern Juno Beach original rancher is located at 32 feet above sea-level on a quiet part of the street between US 1 and Ocean Drive, to the North of Pelican Lake. It has 3 bedrooms, 2 bathrooms, a 2 car garage and a large pool with lanai. The front of the house is professionally landscaped...

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Featured review

"Great location"

Great location. Excellent, attentive owners, a real pleasure to deal with. The house is a bit "dated" to be honest, but overall I would recommend it, and the swimming pool is especially nice.

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$217
avg per night
Pompano Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo in the heart of pompano beachThis condo includes a spacious bedroom with a comfortable king bed, as well as a sofa bed and enough storage space for all your belongings. The private bathroom has a shower and all the necessary accessories. The bright living room, with floor-to-ceiling windows,...

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$92
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7 month lease) - $3000 per month plus utilities and tax. November & December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check...

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Featured review

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...

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$100
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to your ideal vacation retreat! This charming 3-bedroom, 2-bathroom home is perfectly located just minutes from the lively Brownwood Paddock Square, where you can enjoy a variety of restaurants, shops, and entertainment. With Publix Grocery Store also nearby, you'll have everything you need...

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$141
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up to breathtaking views of the award-winning Siesta Key Beach from every room in this stunning, updated two-bedroom, two-bath condo. Designed for relaxation, this bright and airy retreat features an open floor plan, neutral tile, and an abundance of natural light. Step onto the screened-in lanai...

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$132
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

Make yourself at home in this lovely 2/2 beach condo at Sand Dollar. Enjoy the southern exposure and ocean views from the 4th floor balcony. Colorful beach decor sets the mood for a great beach getaway. Enjoy the Oceanfront pool and hot tub, or visit the fitness for a quick workout Sipping coffee on...

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$238
avg per night
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 0.3 miles to Gulf Of Mexico

Key Amenities

  • Air conditioning
  • WiFi

About this property

Bring your boat or just enjoy the view of the canal in this coastal townhome! It’s on the North end of LBK on a deep water canal with quick access to Sarasota Bay and the Gulf of Mexico. The location is ideal near Harry’s Restaurant and Store and just steps from the Deeded Beach Front, Durante...

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$102
avg per night
The Villages House
Sleeps 7, 3 bedrooms, 1 bathroom
3 reviews

Distance to park: 65 miles to Disneyworld

Key Amenities

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

About this property

Cute little lake house located next to lovely Lake Weir and Gator Joes Beach Bar and Grill. It is a very short walk to the public beach there and only 12 miles to the shopping and nightlife of The Villages. The home has a large, full kitchen and a large capacity washer / dryer on the rear screened patio....

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Featured review

"Loved it!"

I stayed here February to April. It was clean and nice. Short walk to the lake. Overall I loved it and would definitely come back!

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$95
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

1 Bedroom 1 Bath Condo on first floor, pool off back sliding door. Parking in front of door. Walk in shower, Queen bed, 50" Smart TV with Wi-Fi included. Fully equipped kitchen, screened Lania with table and chairs. Shared laundry on 2nd floorOct/Nov/Dec 2026 3-month discount $8513 includes all...

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Featured review

"Great house!"

The house is great with all one floor living. Deep pool in back which is a rare find in FL. Bonus dock outside screened area. Very comfortable living space, fully stocked kitchen, laundry and garage. There...

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$83
avg per night
Summerland Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Come live the Salt Life at Salty Retreat! Stay at this luxury top of the Line tropical style home on Summerland Key. Located in a very popular subdivision on Lagoon Drive with deep boating access.This home is 'five stars' the moment you pull into the paver circular driveway. Sitting on two...

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$450
avg per night
Jensen Beach House
Sleeps 6, 3 bedrooms, 1.5 bathrooms

Key Amenities

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

About this property

Welcome to Driftwood Way. This cozy cottage is located in the desirable area of Skyline heights in Jensen Beach Florida. Skyline heights portrays some of the best views of Indian river in the area. Just over a mile to Hutchison Island to relax at some of the most gorgeous beaches around. New updates to...

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$125
avg per night
Miramar Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Steps away from the beach. Private pool! Convenient to Restaurants, shopping Galore! Perfect getaway to the beach! Monthly snow bird rentals available from Fall to Spring. This 3 bedroom 3 full bath is a second floor unit with stairs and an elevator a few steps away. Over 500 sq feet of covered deck...

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North Port House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 15 miles to Englewood & Venice Beaches

Key Amenities

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

About this property

Prefer beginning of the month to the end of the month - monthly rentals during peak season Jan - April. Partial month check in and out limits my ability to rent for the remaining of the month. Weekly rentals can be discussed out of season. Current availability is April 2026 and beyond.1100...

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Featured review

"North Port Winter Retreat"

My wife and I rented this home for the month of March 2026. Kenny the owner met us when we arrived at his property and explained how everything in the home operated. The home was very clean and had recently...

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$153
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbird Condo Rental! Prime Winter (Late Feb/March) 2026 available! Enjoy the Florida lifestyle in our newly renovated 2-bedroom, 2-bathroom at Forest Park! This end unit offers both convenience and privacy, with en suite bathrooms in each bedroom. Full kitchen and laundry room in the unit. All rooms...

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Sarasota Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Experience elevated city living in this stunning residence nestled in Sarasota’s vibrant Rosemary District. Designed for those who appreciate style, comfort, and walkability, this home offers a perfect blend of urban sophistication and private tranquility.Step inside to soaring 11-foot ceilings...

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Featured review

"Cozy Jewel in heart of Sarasota"

We had an amazing stay at the property, location is super, just 5 minutes walk to restaurants, downtown and to rosemary district, also, the apartment has meticulous furnishing, very artsy, bright and...

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$132
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.