Resort Complex in Florida

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From $180 /Night

Condo

Anna Maria Island > Holmes Beach

Best Pool On the Ocean , Great View, Steps to to the Crow's Nest

From $2,550 /Month

Condo

South West FL > Venice

From $3,350 /Month

Villa

South West FL > Naples

From $286 /Night

Condo

South West FL > Anna Maria Island

From $350 /Night

Cottage

Anna Maria Island > Holmes Beach

A SW Florida coastal "Cream Puff" with heated pool! 5 miles to Manasota Key Beach!

From $125 /Night

House

South West FL > Englewood

Casa Gucci - Anna Maria Island Vacation Rental

From $1,050 /Week

Condo

Anna Maria Island > Holmes Beach

The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point

From $350 /Night

House

Anna Maria Island > Anna Maria

Sorrento Vacation Rental in Naples- Vanderbilt Beach

From $580 /Night

House

South West FL > Naples

COCOA CABANA! LUXURY AND BEAUTY AWAIT YOU! Anna Maria Island Vacation Rental!!

Condo

South West FL > Bradenton

SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals

From $130 /Night

Condo

South West FL > Anna Maria Island

White Sands Resort - Weekly - Naples vacation rentals

From $129 /Night

Condo

South West FL > Naples

From $253 /Night

Villa

South West FL > Cape Coral

Beautiful 2 bedroom 2 bath on Anna Maria Island

From $2,800 /Month

Condo

Anna Maria Island > Holmes Beach

From $300 /Night

Villa

Anna Maria Island > Holmes Beach

Beachfront -Direct ocean view - Apollo 306

From $275 /Night

Condo

South West FL > Marco Island

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach

From $480 /Night

House

Anna Maria Island > Anna Maria

From $1,115 /Week

Condo

South West FL > Siesta Key

Edge of Paradise at Margaritaville - 5 Night Min

From $170 /Night

Condo

South West FL > Anna Maria Island

Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt

From $112 /Night

House

South West FL > Port Charlotte

Beautiful Park Shore Beach on the Gulf of Mexico

From $6,000 /Month

Condo

South West FL > Naples

From $6,000 /Month

Condo

South West FL > Naples

From $99 /Night

Condo

Anna Maria Island > Holmes Beach

From $1,250 /Week

Condo

Anna Maria Island > Bradenton Beach

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

From $700 /Night

House

Anna Maria Island > Anna Maria

CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral

From $125 /Night

House

South West FL > Cape Coral

Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!

From $700 /Week

Condo

Anna Maria Island > Holmes Beach

Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

From $1,799 /Week

House

Anna Maria Island > Anna Maria

From $1,799 /Week

House

Anna Maria Island > Anna Maria

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

From $1,999 /Week

House

Anna Maria Island > Anna Maria

Gulf Front Condo, 25 ft to Beach, Free Bikes

South West FL > Sanibel Island

Condo , Bedroom(s): 2 , Sleeps: 6

2 bedrooms, 2 baths, sleeps 6

ID#: 954

24 Reviews

Gorgeous , Brand New 3 bed, 2 bathroom Villa in beautiful Naples, Fl

South West FL > Naples

Villa , Bedroom(s): 3 , Sleeps: 6

New villa in a community in Naples, Bent Creek Preserve, an immaculate modern decor three bed, two bath very private home.

ID#: 2038

From $100 /Night

0 Reviews

Pelican Bay Naples - High Rise Seasonal Rental

South West FL > Naples

Condo , Bedroom(s): 2 , Sleeps: 4

High Rise in Pelican Bay with Gulf Views and Walk to Beach. Seasonal Rental - 90 Day Minimum

ID#: 2096

From $202 /Night

0 Reviews

OFFER

Affordable-Relaxation.com at Palm Manor

South West FL > Englewood

Condo , Bedroom(s): 2 , Sleeps: 6

Short drive to the beach, 2 bedrooms, 2 baths, ground floor condo, high-speed WIFI, no smoking, no pets, with many nearby restaurants and grocery stores.

ID#: 1121

From $85 /Night

63 Reviews

OFFER Check our website at https://affordable-relaxation.com for spot rates that are less expensive than what we're able to show here.

Special offer period: May 10, 2021 - May 27, 2021

OFFER

Florida Living at Its Finest

South West FL > Venice

Condo , Bedroom(s): 2 , Sleeps: 4

Tranquil Lake and Water Views at Beautiful Bird Bay Village!

ID#: 2171

From $83 /Night

0 Reviews

OFFER

Gorgeous 2 BR House in Bay Indies Venice (55+)

South West FL > Venice

Mobile Home , Bedroom(s): 2 , Sleeps: 4

Escape to beautiful Southwest Florida in our monthly rental. Brand new furniture inside and out; the amenities and sunshine are endless(2 mi to the beach)!

ID#: 2159

From $2,100 /Month

0 Reviews

OFFER SPECIAL:...2021 PANDEMIC YEAR RATES: APRIL-SEPTEMBER monthly rates have been dropped to $1800.00/month

Special offer period: Jan 25, 2021 - Sep 30, 2021

Great Value - Newly Renovated Beachfront Condo on Marco Island From $625 a Week!

South West FL > Marco Island

Condo , Bedroom(s): 2 , Sleeps: 5

2 Bedroom, 2 Bathroom Beachfront Marco Island Condo - Great Deal for a Fantastic Florida Getaway!

ID#: 1916

From $625 /Week

10 Reviews

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

South West FL > Marco Island

Condo , Bedroom(s): 2 , Sleeps: 6

2 BR/2 Bath condo with penthouse views from 19th floor of South Seas Towers overlooking Crescent Beach and the Gulf of Mexico. Free WiFi.

ID#: 74

From $895 /Week

47 Reviews

OFFER

House of the Sun Unit 402

South West FL > Siesta Key

Condo , Bedroom(s): 2 , Sleeps: 6

Beachfront Siesta Key, Florida Condo Rental- This is a 2 bedrooms, 2 baths beachfront unit on Crescent Beach.

ID#: 1970

From $179 /Night

0 Reviews

OFFER Call for discount pricing.

Special offer period: Dec 1, 2020 - Dec 31, 2021

OFFER

Luxury 2400 sq ft 6th floor condo with private access to Crescent Beach

South West FL > Siesta Key

Condo , Bedroom(s): 3 , Sleeps: 6

Large open floor plan is great for family vacations. Location...Location...Location !! Everything is within walking distance.

ID#: 1408

From $251 /Night

0 Reviews

OFFER 15% DISCOUNT OFFERED FOR BOOKINGS MADE LESS THAN 30 DAYS PRIOR TO ARRIVAL.

Special offer period: Jan 1, 2021 - Dec 31, 2021

Siesta Key with private beach with complimentary lounges and umbrellas!

South West FL > Siesta Key

Condo , Bedroom(s): 2 , Sleeps: 6

2 BR, 2 Bath condominium in beautiful Siesta Key, a barrier island in Sarasota.

ID#: 2150

0 Reviews

Tropical Fruit Garden where great vacation meets reasonable prices

South West FL > Sarasota

Townhouse , Bedroom(s): 2 , Sleeps: 4

2 bedrooms ,1 bathroom apartment with 2 queen size beds and a fully equipped kitchen.This home is perfect for a couple. 800 sqf

ID#: 1991

From $99 /Night

5 Reviews

Tranquil Oasis Located on World Class Midnight Key

South West FL > Siesta Key

Condo , Bedroom(s): 2 , Sleeps: 6

Enjoy the best of both worlds during your Florida vacation in this cozy, tranquil, affordable oasis located on beautiful Siesta Key.

ID#: 1425

From $905 /Week

6 Reviews

BeachPlace Gulf Front

South West FL > Longboat Key

Condo , Bedroom(s): 2 , Sleeps: 4

Renovated gorgeous 2 bed/2 bath condo.

ID#: 2052

From $255 /Night

1 Reviews

Hidden Gem - Located in the Resort Style Community of Shorewalk-Close to IMG Academy

South West FL > Bradenton

Villa , Bedroom(s): 2 , Sleeps: 4

Budget Friendly Close to Anna Maria Island Beaches, Golf, Shops and Restaurants

ID#: 2123

From $109 /Night

10 Reviews

Beautiful Condo in the Luxurious Esplanade Resort Style Community - Monthly rental

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 4

Elegantly decorated open concept floor plan condo in the luxurious Esplanade of Lakewood Rach

ID#: 2130

From $2,700 /Month

0 Reviews

Resort Life at Esplanade Lakewood Ranch - Monthly Stays

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 6

2 bed/ 2 bath condo at Esplanade Lakewood Ranch - Golf Community

ID#: 1431

From $2,000 /Month

3 Reviews

A Touch of Class at Esplanade Lakewood Ranch - Monthly Stays

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 4

Enjoy the finest resort style luxury living in this beautiful, second floor 2 bedroom, 2 bathroom condo with a den and parking space.

ID#: 2021

From $2,250 /Month

0 Reviews

5BR3.5BA Tropical Villa

South West FL > Bradenton

Villa , Bedroom(s): 9 , Sleeps: 20

5BR/3.5BA Villa

ID#: 1946

From $499 /Night

1 Reviews

Luxury Condo, brand new construction with views of Palma Sola Bay

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 4

Luxury Condo, brand new construction with views of Palma Sola Bay 90 days minimum rental

ID#: 2164

From $150 /Night

0 Reviews

OFFER

Exotic Polynesian Tree House

South West FL > Longboat Key

House , Bedroom(s): 6 , Sleeps: 16

6 Bedrooms, 5. 5 Bath Sleeps 2- 20 INCLUDES kayaks & Paddle Boards

ID#: 1509

From $980 /Night

9 Reviews

OFFER 10% DISCOUNT

Special offer period: Feb 27, 2021 - May 31, 2021

Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)

South West FL > Anna Maria Island > Bradenton Beach

Condo , Bedroom(s): 1 , Sleeps: 4

This updated 1 bedroom 1 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.

ID#: 92

From $900 /Week

50 Reviews

Dans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)

South West FL > Anna Maria Island > Bradenton Beach

Condo , Bedroom(s): 2 , Sleeps: 7

This updated 2 bedroom 2 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.

ID#: 91

From $1,100 /Week

49 Reviews

Edge of Paradise at Margaritaville - 5 Night Min

South West FL > Anna Maria Island

Condo , Bedroom(s): 3 , Sleeps: 8

Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals

ID#: 2015

From $170 /Night

10 Reviews

OFFER

COCOA CABANA! LUXURY AND BEAUTY AWAIT YOU! Anna Maria Island Vacation Rental!!

South West FL > Bradenton

Condo , Bedroom(s): 3 , Sleeps: 7

Join us in the beautiful 3 bedroom, 3 bathroom luxury condo. This is a private gated community located minutes from Holmes Beach, Bradenton Beach and Coquina

ID#: 2169

0 Reviews

OFFER BOOK BY APRIL 2021 for 2 or more months and receive $500 off

Special offer period: Mar 16, 2021 - Mar 17, 2022