Southwest Vacation Rentals

(2857 rentals)
booking message booking message
Anna Maria Island House
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms

$1179

avg/night

$1,179
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North End of Anna Maria Island. BBQ grill, bikes, paddle boards, and kayaks are all included. Your backyard is a beautiful view of Egmont Key & the Skyway Bridge and your front yard is ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$1241

avg/night

$1,241
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you to ...

View all property information

Property Type

Anna Maria Island House

Show less

Venice Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Venice Beach - Alhambra Road Access

$330

avg/night

$330
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Stay in the heart of the Venice Island Historic District in this fully furnished and newly renovated 2 bed/2 bath villa! Walk to beach or Historic Downtown Venice in 5 minutes! Very quiet yet convenient location. Villa has an open floor plan which includes a full kitchen with stainless steel appliances, ...

View all property information

Property Type

Venice Villa

Featured review

"Location, location, location!"

This location is perfect for getting anywhere on the island by foot. The beach, downtown, Venice pier and south Jetty are all within walking distance! The unit worked well for our family, it is as described ...

See all reviews

Show less

Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

$242

avg/night

$242
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom ...

View all property information

Property Type

Sarasota Villa

Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and ...

See all reviews

Show less

Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
4.7 rating on other travel sites

$541

avg/night

$541
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceLooking for a great vacation location on beautiful Holmes Beach? Then look no ...

View all property information

Property Type

Anna Maria Island House

Show less

Naples Villa
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

$319

avg/night

$319
avg per night
View Details

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check ...

View all property information

Property Type

Naples Villa

Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with ...

See all reviews

Show less

Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac

$375

avg/night

$375
avg per night
View Details

Key Amenities

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

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming ...

View all property information

Property Type

Naples House

Show less

Venice Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 14 miles to Venice Beach

$194

avg/night

$194
avg per night
View Details

Key Amenities

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

About this property

Golf membership included in this brand new 2/2 golf view condo on the 10th hole in Wellen Park Country Club. If you need more space, a 2+den with a single car garage lakeview Veranda is also an option. This gated community is a golfer's dream! Take your love of the game to the next level with access ...

View all property information

Property Type

Venice Condo

Show less

Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$343

avg/night

$343
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This cozy beach house awaits your visit! Magnificent view of the Gulf of Mexico and evening sunset from lanai.... Peaceful Intercoastal inlet views and sunrise from front door...This little nest has been newly "stem to stern" furnished and equipped for your comfort. Coastal Living as its ...

View all property information

Property Type

Siesta Key Condo

Featured review

"Perfect sunsets, great lanai and best location"

Nice quiet location on Turtle Beach. Best sunset views, right on the beach and all the amenities one needs for a perfect beach holiday. Added bonus of docks for boats/kayaks, heated pool and gated entry. ...

See all reviews

Show less

Sarasota House
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
49 reviews

$281

avg/night

$281
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub

About this property

Minutes from Stickney Point bridge, the southern point to Siesta Key Beach you will be able to play on the beach all day and quickly get home to BBQ in the back yard. Or go dine at one of the funky places on Superior Ave.The living room has a large Roku TV mounted on the wall. The kitchen has a sliding ...

View all property information

Property Type

Sarasota House

Show less

Venice Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 4 miles to Nokomis

$164

avg/night

$164
avg per night
View Details

Key Amenities

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

About this property

A stunning riverside villa with high speed WiFi internet and Ultra HD TV, private dock, heated pool, lanai and 2100 square feet of air conditioned living area which has recently been fully re-furnished and remodeled to a very high standard. (i.e. 'turnkey' with everything that you should need.) ...

View all property information

Property Type

Venice Villa

Featured review

"Great spot!"

Lovely yard and view. Pool was great to have as well. Very spacious home and the hosts were awesome!

See all reviews

Show less

Port Charlotte Bungalow
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Englewood

$199

avg/night

$199
avg per night
View Details

Key Amenities

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

About this property

Booked by snowbirds 1/15-4/15 every year incl 2025. So no availability during that timeVacations should be relaxing, stress free and full of surprises. We want you to feel at home, while away from home. Our properties have home like amenities, comfortable settings, and a few surprises that will ...

View all property information

Property Type

Port Charlotte Bungalow

Show less

Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4.7 rating on other travel sites

$276

avg/night

$276
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the ...

View all property information

Property Type

Anna Maria Island Condo

Show less

Siesta Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly renovated, 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With ...

View all property information

Property Type

Siesta Key Condo

Featured review

"Beautiful Condo, Great Location to Beaches, Town and surrounding area"

We have stayed at this 2 bed/2 bath Condo (comfortable living area, full kitchen, nice dining area, coffee bar, wine cooler) for a couple of years and will be doing so again in 2025. The condo itself has ...

See all reviews

Show less

Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

$129

avg/night

$129
avg per night
View Details

Key Amenities

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

About this property

Newly renovated 2br/1ba, 980 sqft, 2nd floor condo in the Sienna Park, Sarasota, Fl.

View all property information

Property Type

Sarasota Apartment

Featured review

"Siesta Key"

Wonderful location right close to the beach. Lovely and well stocked with whatever you need. Tami was great!

See all reviews

Show less

Anna Maria Island House
5 BR | 5.5 BA | Sleeps 8 | Quick View
Sleeps 8, 5 bedrooms, 5.5 bathrooms
1 review

$1136

avg/night

$1,136
avg per night
View Details

Key Amenities

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

About this property

Come stay at From Dusk 'Til Dune! This home is a recently built beach residence offering rooftop water views just one block away from the Gulf of Mexico beaches. This 5 bedroom, 5.5 bathroom, pet-friendly vacation haven is brimming with amenities. Its stunning backyard features a private pool, hot ...

View all property information

Property Type

Anna Maria Island House

Featured review

"Serenity on the Water"

The condo was only surpassed by the view, which included a nightly explosion of sunset glory over the sound. If one wanted to be closer to the sun from the beach, the club directly on the gulf was only ...

See all reviews

Show less

Naples Condo
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

Distance to beach: 30 yards to Vanderbilt Beach

$1819

avg/night

$1,819
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator ...

View all property information

Property Type

Naples Condo

Show less

Longboat Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$524

avg/night

$524
avg per night
View Details

Key Amenities

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

About this property

We have a private laneway to our own piece of beautiful sugar sand, longboat key beach. We adjoin 35 acres of park and walk trails and bay lookouts nearby. EASY ACCESS VIA a new, fully enclosed ELEVATOR, beside the GARAGE TO ALL THE LIVING AREAS! Over an acre of lawns joining to 35 acres of park ...

View all property information

Property Type

Longboat Key House

Show less

Babcock Ranch Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$175

avg/night

$175
avg per night
View Details

Key Amenities

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

About this property

Introducing your dream rental - a stunning 3 bedroom, 2 bathroom golf condo located in the breathtaking Babcock Ranch, surrounded by serene lakes and lush greenery. Step inside and prepare to be wowed by the modern and spacious living areas, boasting plenty of natural light and elegant finishes throughout. ...

View all property information

Property Type

Babcock Ranch Condo

Show less

Naples House
5 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 4 bathrooms

$1997

avg/night

$1,997
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous ...

View all property information

Property Type

Naples House

Show less

Cape Coral House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$242

avg/night

$242
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

SW Cape Coral | Waterfront | Boat Dock & Gulf Access White Shell is an open space four bedroom and three full bathroom vacation villa situated in the highly desirable SE Cape.  White Shell is centrally located and has great biking and walking ways to restaurants and shopping. If you enjoy the ...

View all property information

Property Type

Cape Coral House

Show less

Port Charlotte House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$151

avg/night

$151
avg per night
View Details

Key Amenities

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

About this property

Welcome to our Port Charlotte home on a canal. The property is private with mature fruit trees and is located on a quiet subdivision street. There are 3 bedrooms, the master is furnished with a King bed with en suite as well as a TV with streaming services. One bedroom is furnished with a double ...

View all property information

Property Type

Port Charlotte House

Show less

Sarasota House
3 BR | 2 BA | Sleeps 11 | Quick View
Sleeps 11, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Lido Key

$281

avg/night

$281
avg per night
View Details

Key Amenities

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

About this property

Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an ...

View all property information

Property Type

Sarasota House

Show less

Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

$346

avg/night

$346
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot for your family's next escape to the shore. Featuring three blissful bedrooms and lots of communal living space, this picture-perfect home base allows everyone to have their own ...

View all property information

Property Type

Anna Maria Island House

Featured review

"Amazing time in Anna Maria island!"

We visited Anna Maria Island with the family and had a great time staying in this beautiful house.The property is spacious, nicely decorated, clean and very well equipped. It is nested in what seems to ...

See all reviews

Show less

Naples House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms

$1933

avg/night

$1,933
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round ...

View all property information

Property Type

Naples House

Show less

Fort Myers Condo
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gated Quiet Community Discover the perfect blend of comfort and style in this beautifully updated 2-bedroom, 1-bathroom condo for rent in centrally located Fort Myers. Step into a modern oasis with sleek finishes and a fully equipped kitchen. This condo offers a cozy retreat while being just moments ...

View all property information

Property Type

Fort Myers Condo

Show less

Fort Myers Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$155

avg/night

$155
avg per night
View Details

Key Amenities

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

About this property

Super convenient, carfree living in this renovated 2 BR/2bath terrace condo with view of professional golf course, 2nd Floor, elevator access , screened lanai in gated community. Pool and tennis courts in close proximity. Living area has large mounted TV, comfortable furniture with screened porch access. ...

View all property information

Property Type

Fort Myers Apartment

Show less

Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$734

avg/night

$734
avg per night
View Details

Key Amenities

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

About this property

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces. ...

View all property information

Property Type

Anna Maria Island House

Show less

Cape Coral House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$275

avg/night

$275
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Tarpon Point Treasure, an amenity-packed paradise. This 4BR + 3BA vacation Gulf Access home is perfectly located just minutes from the heart of Cape Coral. Within walking distance of Rotary Park, shops and restaurants, this home features ample space with plenty of natural light, perfect for ...

View all property information

Property Type

Cape Coral House

Show less

Longboat Key Condo | On the beach
1 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 1 bedroom, 1 bathroom
11 reviews
last minute deal
LAST MINUTE DEAL 11/21 - 12/5: Beachfront with panoramic Gulf and sunsets view. Have 2 non ocean view condos with Xmas to NY avail

$330

avg/night

$330
avg per night
Offer for: Nov 21 - Dec 5:
Beachfront with panoramic Gulf and sunsets view. Have 2 non ocean view condos with Xmas to NY avail

View Details

Key Amenities

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

About this property

NO HURRICANE HELENE AND MILTON DAMAGES! GULF FRONT - ON THE SAND. SPECTACULAR GULF VIEWS AND SUNSET VISTAS. JUST RENOVATED WITH NEW BATHROOM AND NEW FLOORING!RATES ARE SUBJECT TO CHANGE WITHOUT UPDATING ON THIS PLATFORM. CAN BE LOWER OR HIGHER. PLEASE REQUEST. AVAILABLITY ON CALENDAR MIGHT NOT ...

View all property information

Property Type

Longboat Key Condo

Featured review

"Perfect!"

Complex was well maintained and managed. Our unit had beachfront views with stunning sunsets. Everything we needed was provided. During our visit it wasn't crowded or noisy so very relaxing place to unwind ...

See all reviews

Show less

DEAL
Anna Maria Island House
2 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 4 bathrooms

$2003

avg/night

$2,003
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

LimeFish is a luxurious newly remodeled 3 bedroom (1 king-sized, 1 queen-sized, and a bunk room)/3 bathroom single level home right on the sands of Anna Maria Island. Additional sleeping accommodations can be added with the sleeper sofa in the living room. It is a perfect destination for a trip with family ...

View all property information

Property Type

Anna Maria Island House

Show less

Naples Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 30 feet to Vanderbilt Beach

$515

avg/night

$515
avg per night
View Details

Key Amenities

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

About this property

Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo. ...

View all property information

Property Type

Naples Condo

Featured review

"AWESOME"

Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!

See all reviews

Show less

Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
5.0 rating on other travel sites

$452

avg/night

$452
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes ...

View all property information

Property Type

Anna Maria Island House

Show less

Naples House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms

$2175

avg/night

$2,175
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and ...

View all property information

Property Type

Naples House

Show less

Port Charlotte House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 9 miles to Boca Grande Sandbar

$404

avg/night

$404
avg per night
View Details

Key Amenities

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

About this property

This modern waterfront home in South Gulf Cove is perfect for a family get away. The open concept home is bright, open and relaxing. The rooms are large enough to spread out. There is a two car garage and large circle driveway. The living room and dining area open up to screened patio. The pool is heated ...

View all property information

Property Type

Port Charlotte House

Show less

Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

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

$373

avg/night

$373
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

View all property information

Property Type

Naples House

Featured review

"Perfect!"

Stayed for month of April. House had everything you could need, well equipped. Would have liked a cart for the beach to take the chairs and umbrella’s but that was only thing I would say was missing.Nice ...

See all reviews

Show less

Fort Myers Beach Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$296

avg/night

$296
avg per night
View Details

Key Amenities

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

About this property

To the beach, beach, beach! This upstairs condo is located within a ten minute walk to the beach! Simply go straight down the street to the end of the road and you will find beach access entrances on each side! This is a location that you truly cannot beat! Located mid-island, it offers the best of both ...

View all property information

Property Type

Fort Myers Beach Condo

Show less

Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to start your SPRING in Naples?!?! May 2025 is now open!! Reach out right away for this popular season and your Naples getaway. One block to the beach!Escape and enjoy the Florida sunshine, palm trees, plants, flowers, birds and beach.This second floor, two bedroom, two bath condo is ...

View all property information

Property Type

Naples Condo

Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great ...

See all reviews

Show less

Fort Myers Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$156

avg/night

$156
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Tastefully remodelled,granite,turn key,newly furnished 1st floor 2BR 2BA,Brookside model, 1232sq,ft,open floor plan condo with tropical view on 38 acre lake.Fully furnished and freshly painted thruout with TV in living room and both bedrooms,Kingbed in master,twin beds in 2nd bedroom and pullout in living ...

View all property information

Property Type

Fort Myers Condo

Featured review

"Beautiful condo perfectly located"

Our stay could not have been better. The condo was clean and comfortable with plenty of amenities. The view sitting on the lanai was spectacular. Enjoyed the sunrise every morning! Heritage Palms is a spectacular ...

See all reviews

Show less

Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$343

avg/night

$343
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnificent! No other property on Siesta Key is built this close to the Gulf of Mexico where you can hear the waves from your lanai and master bedroom windows. The furnishings are very comfortable ...

View all property information

Property Type

Siesta Key Condo

Show less

Naples House
5 BR | 6 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 6 bathrooms

$2426

avg/night

$2,426
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright, ...

View all property information

Property Type

Naples House

Show less

Marco Island Apartment | On the beach
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Rentals by owner

About this property

DEALS FOR 2025 now available! Stunning Panoramic Full Gulf View located on the 11th Floor. This Two Bedroom and Two Full Bathroom is completely refurbished with the most spectacular views of the Gulf of Mexico (including partial city view). All amenities included, especially a fully equipped kitchen ...

View all property information

Property Type

Marco Island Apartment

Show less

Cape Coral House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$289

avg/night

$289
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our newly updated 3-bedroom Cape Coral retreat, where a stunning array of canals, waterfront restaurants, and the Cape Harbour Marina lie mere minutes away. Get ready to spend your days relaxing by the private heated swimming pool and relishing open-air barbecues at the screened in lanai amid ...

View all property information

Property Type

Cape Coral House

Show less

Anna Maria Island Condo
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
last minute deal
LAST MINUTE DEAL 11/11 - 12/25: Holmes Beach walk to beach!! Nov. 15-Dec 15th $Deep discount $125 a night 7 night minimum

$227

avg/night

$227
avg per night
Offer for: Nov 11 - Dec 25:
Holmes Beach walk to beach!! Nov. 15-Dec 15th $Deep discount $125 a night 7 night minimum

View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee ...

View all property information

Property Type

Anna Maria Island Condo

Show less

DEAL
Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.2 miles to Naples

$456

avg/night

$456
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover the perfect vacation rental nestled by the bay with front door views of the Gulf of Mexico. This spacious 3-bedroom, 2-bathroom condo with a screened lanai offers the ultimate retreat. Enjoy private beach access right across the street, featuring stunning water views. Inside, you'll find ...

View all property information

Property Type

Naples Condo

Show less

Anna Maria Island House
5 BR | 6 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 6 bathrooms
1 review

$874

avg/night

$874
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A 6-person electric golf cart is included with any new reservation for this property! You must be 21 years old and show proof of US driver's license and vehicle insurance. You'll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size ...

View all property information

Property Type

Anna Maria Island House

Featured review

"Great getaway !"

A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .

See all reviews

Show less

Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4.7 rating on other travel sites

$301

avg/night

$301
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the conveniences you would want in an island stay. This beautiful condo sleeps up to six people with 3 bedrooms, 2 bathrooms, washer/dryer, elevator from the covered/lighted ...

View all property information

Property Type

Anna Maria Island Condo

Show less

Cape Coral House
3 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2 bathrooms

Distance to beach: 19 miles to Fort Myers Beach. or over I-75 to Bonita Beach

$204

avg/night

$204
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The home is located in the NW of Cape Coral 8 min. from Shopping and Dining. 20 min. from Matlacha, Pine Island. Quiet Neighborhood. Nice Pool and Lanai area to chill and enjoy the Weather in Florida. Open concept kitchen, 2 bedrooms, and 2 bathrooms. 3rd Bedroom with Pull out Sofa.Sleeps 4 Adults ...

View all property information

Property Type

Cape Coral House

Show less

Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Naples Pier and Marco

$252

avg/night

$252
avg per night
View Details

Key Amenities

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

About this property

The perfect vacation spot for couples looking for the convenience of walking out the back door and taking a few steps to relax by the heated pool. Heated Pool Always set to 89 degrees! The pool has a peaceful waterfall that adds to the tranquility of this quiet space. Surrounded by a nature preserve, ...

View all property information

Property Type

Naples Condo

Show less

Manasota Key Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$357

avg/night

$357
avg per night
View Details

Key Amenities

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

About this property

t's a destination where memories are made. Whether you're seeking relaxation, adventure, or a bit of both, our home provides the perfect setting for your dream beach getaway. Come and experience the coastal magic for yourself and create lasting memories with your loved ones in this idyllic retreat.Your ...

View all property information

Property Type

Manasota Key Condo

Show less

Map
Expand map Close map
Southwest Vacation Rentals